CLARK DAVID R
EP0577914A1 | 1994-01-12 | |||
US5342630A | 1994-08-30 | |||
US5559078A | 1996-09-24 |
1. | An agricultural composition for treating agricultural substrates comprising: (a) an agricultural adjuvant selected from the group consisting of micronutrients, pesticides, plant growth regrulators, biological agents and mixtures thereof; (b) a fixative composition containing: (i) an alkyl polyglycoside having formula I: R0(Z)a (I) wherein R is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; and a is a number having a value from about 1 to about 6, and (ii) a fatty acid having from about 6 to about 22 carbon atoms, and (c) remainder, up to 100%, of a liquid carrier. |
2. | The composition of claim 1 wherein the agricultural adjuvant is present in an amount of up to about 15% by weight, based on the weight of the agricultural composition. |
3. | The composition of claim 1 wherein in formula I R is a monovalent organic radical having from about 8 to about 16 carbon atoms, and a is a number having a value from about 1 to 2 . |
4. | The composition of claim 1 wherein component (b) is present in an amount of from about 0.01 to about 5% by weight, based on the weight of the agricultural composition. |
5. | The composition of claim 1 wherein components (b) (i) and (b) (ii) are combined in a ratio by weight ranging from about 500:1 to about 1:10, respectively. |
6. | The composition of claim 1 wherein component (b) (ii) is a C6C12 saturated fatty acid. |
7. | The composition of claim 1 wherein component (b) (ii) is a C6C12 unsaturated fatty acid. |
8. | The composition of claim 1 wherein component (c) is selected from the group consisting of water, a liquid fertilizer and mixtures thereof. |
9. | The composition of claim 1 wherein the agricultural adjuvant is a micronutrient selected from the group consisting of boron, chlorine, cobalt, copper, iron, manganese, molybdenum, zinc and mixtures thereof. |
10. | An agricultural composition comprising: (a) up to about 15% by weight of an agricultural adjuvant selected from the group consisting of micro¬ nutrients, pesticides, plant growth regrulators, biological agents and mixtures thereof; (b) from about 0.01 to about 5% by weight of a fixative composition containing: (i) an alkyl polyglycoside having formula I: R0(Z)a (I) wherein R is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; and a is a number having a value from about 1 to about 6, and (ii) a fatty acid having from about 6 to about 22 carbon atoms, wherein the ratio by weight of (b) (i) : (b) (ii) is from about 500:1 to about 1:10, respectively, and (c) remainder, up to 100%, of a liquid carrier selected from the group consisting of water, a liquid fertilizer and mixtures thereof. |
11. | A process for treating agricultural substrates comprising contacting the substrates with an agricultural composition, the composition comprising: (a) an agricultural adjuvant selected from the group consisting of micronutrients, pesticides, plant growth regrulators, biological agents and mixtures thereof; (b) a fixative composition containing: (i) an alkyl polyglycoside having formula I: RO ( Z ) a ( I ) wherein R is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; and a is a number having a value from about 1 to about 6, and (ii) a fatty acid having from about 6 to about 22 carbon atoms, and (c) remainder, up to 100%, of a liquid carrier. |
12. | The process of claim 11 wherein the agricultural adjuvant is present in an amount of up to about 15% by weight, based on the weight of the agricultural composition. |
13. | The process of claim 11 wherein in formula I R is a monovalent organic radical having from about 8 to about 16 carbon atoms, and a is a number having a value from about 1 to 2. |
14. | The process of claim 11 wherein component (b) is present in an amount of from about 0.01 to about 5% by weight, based on the weight of the agricultural composition. |
15. | The process of claim 11 wherein components (b) (i) and (b) (ii) are combined in a ratio by weight ranging from about 500:1 to about 1:10, respectively. |
16. | The process of claim 11 wherein component (b) (ii) is a C6C12 saturated fatty acid. |
17. | The process of claim 11 wherein component (b) (ii) is a C6C12 unsaturated fatty acid. |
18. | The process of claim 11 wherein component (c) is selected from the group consisting of water, a liquid fertilizer and mixtures thereof. |
19. | The process of claim 11 wherein the agricultural adjuvant is a micronutrient selected from the group consisting of boron, chlorine, cobalt, copper, iron, manganese, molybdenum, zinc and mixtures thereof. |
20. | A process for disrupting the epithelium of an agricultural substrate comprising contacting the agricultural substrate with a composition consisting of: (a) an alkyl polyglycoside having formula I: R0(Z)a (I) wherein R is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; and a is a number having a value from about 1 to about 6, and (b) a fatty acid having from about 6 to about 22 carbon atoms. |
21. | The process of claim 20 wherein in formula I R is a monovalent organic radical having from about 8 to about 16 carbon atoms, and a is a number having a value of about 1 to about 2. |
22. | The process of claim 20 wherein components (a) and (b) are combined in a ratio by weight ranging from about 500:1 to about 1:10, respectively. |
23. | The process of claim 20 wherein component (b) is a C6 C12 saturated fatty acid. |
24. | The process of claim 20 wherein component (b) is a C6 C12 unsaturated fatty acid. |
Field of the Invention
The present invention relates to a composition and
process for enhancing the tactile and aesthetic properties
of alkyl polyglycosides. More particularly, by adding an
effective amount of an additive to an alkyl polyglycoside,
both the tactile and aesthetic properties of alkyl
polyglycosides are significantly enhanced.
Background of the Invention
The aesthetic properties of alkyl polyglycoside
solutions are apt to erode over a short period of time due
to the crystallization of the alkyl polyglycoside. Once
the alkyl polyglycoside solutions crystallize, the
viscosity of the solutions increases to the point where
handling problems result due to the non-homogeneity of the
product. The crystallization phenomenon in fats and lipids
is well known. All fats and lipids commonly form lamella-
type structures, but every substance reveals different unit
cell structures, i.e., polymorphism. The crystal structure
of each modification depends on the geometrical
conformation and chemical bonding of a molecule in which
molecular interactions differ between different segments,
such as an aliphatic chain, an olefin group in unsaturated
fatty species, a methyl end group which stabilizes the
lamella-lamella interface, a glycerol group in
acylglycerol, -COOH in fatty acid, a polar head group in
polar lipids, etc. Strongly hydrated nonionic surfactants
have phase diagrams resembling those of ionic surfactants,
suggesting the presence of a strong repulsive force between
the micelles. These strong hydration repulsion forces are
oftentimes balanced by van der aals attractive forces
between the lipid bilayers which provide for a uniform
mixture.
It is well known that at a temperature below the
critical transition temperature, a surfactant-water
mixture exists in the so-called coagel and gel states,
where the hydrocarbon chains of surfactant molecules are in
a trans zigzag elongated state. A difference between the
coagel and gel phases can be clearly recognized by the
naked eye. That is, the gel phase is in a homogeneous, semi-transparent state, while the coagel phases consist of
a hydrated-crystalline state separated from the water
solution phase. This is considered to be due to the
difference in the mode of binding forces operating in the
polar head region in the two phases. Probably, the
predominant binding force in the coagel phase is electrostatic interaction between cationic head groups and
their counter-ions, while there are in the gel phase
hydration interactions of both with water molecules.
Physical deterioration of fat products such as
margarine, shortening, and chocolate, just to name a few,
depends on the size, morphology and polymorphic structure
of the fat crystals, all of which are primarily influenced
by the crystallization conditions, and secondly, by the
phase transformation.
Kinetic parameters in the crystallization processes
involve molecular clustering, solvation/desolvation,
adsorption, surface/volume diffusion, conformational
rearrangements and so on.
Crystallization involves two elementary processes:
nucleation and crystal growth. Nucleation occurs when the
solution or melt phases deviate from thermodynamic
equilibria to a greater extent. Three actual nucleation
phenomena occur in real systems. They are homogeneous
nucleation which occurs in a very pure system and at a
higher driving force. Heterogeneous nucleation
predominates either in an impure system or at a lower
driving force. Secondary nucleation which becomes
important when the pre-existing crystals provide secondary
nuclei so that the precipitation is remarkably enhanced.
Certain alkyl polyglycosides have a tendency to
crystallize during storage at ambient temperatures due to
their supersaturated state. Upon crystallization, the
alkyl polyglycosides become turbid, i.e., cloudy and opaque
in appearance due to the solids contained therein falling
out of their supersaturated state which, when coupled with
the resultant non-homogeneous state of the crystallized
solution and the attendant difficulties in handling operations such as pumping, is a highly undesirable
phenomenon. In order to rectify this undesirable physical
state, the alkyl polyglycoside composition must be heated
in order to resolvate the crystals. As can be imagined,
this process is both expensive and time-consuming.
Another problem associated with alkyl polyglycosides
relates to the undesirable tactile properties which they
impart upon contact with the human body, commonly referred
to in the industry as "scroopiness" . More particularly,
alkyl polyglycosides, when applied onto hair and/or skin
tend to make it feel rough, dry and sticky as if hairspray
were applied thereon. In general, alkyl polyglycosides,
due to their nonionic character, synergistic relationship
with other surfactants,tendency towards high foaming and
mildness with respect to skin irritation, have become
highly desirable surfactants for use in the personal care
products industry. However, due to their tendency to
impart this highly undesirable scroopiness effect when in
contact with the human body, their use in the personal care
industry, in significant amounts, has been limited.
Typical commonly used hydrotropes such as ethanol and
SXS have proven to be ineffective for maintaining the
homogeneity of alkyl polyglycoside solutions, and thus
inhibiting crystallization.
Consequently, it is the primary object of this
invention to provide a composition and process of enhancing
the aesthetic properties of alkyl polyglycosides by either
reducing or eliminating their tendency to crystallize
during prolonged storage under ambient conditions.
It is also an object of this invention to eliminate
scroopiness in human hair and/or skin as a result of
treatment with cleansing compositions containing alkyl
polyglycosides.
Summary of the Invention
Other than in the operating examples, or where
otherwise indicated, all numbers expressing quantities of
ingredients or reaction conditions used herein are to be
understood as modified in all instances by the term
"about" .
Briefly stated, the present invention is directed to
a composition comprising a first alkyl polyglycoside having
the general formula I
RO(Z) a (I)
wherein R is a monovalent organic radical having from about
12 to about 16 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; and a is a number having a
value from about 1 to about 6 and an additive selected from
the group consisting of C 6 -C 10 alkyl sulfates, unsaturated
aliphatic carboxylic acids including their hydroxy-
substituted derivatives or their salts, unsaturated
aliphatic sorbitan esters, C 8 -C 36 branched aliphatic di-
carboxylic acids, C 6 -C 54 branched aliphatic tri-carboxylic
acids, alkyl sulfosuccinates, a second alkyl polyglycoside
wherein the alkyl group has from 4 to 10 carbon atoms,
alkyl alkoxylates, alkyl and aryl phosphate esters,
branched aliphatic carboxylic acids, unsaturated alcohols,
Guerbet alcohols, alkoxylated C6 to C18 aliphatic polyglycosides, alkoxylated penterythritol, alkoxylated
penterythritol esters, alkyl and aryl sulfonates, alkyl
sulfonates, alkenyl sulfonates, alkyl amino carboxylates or
imino dicarboxylates, betaines, carboxylated immidazoline derivatives, carboxylate surfactants, and mixtures thereof,
in a weight ratio of first alkyl polyglycoside to additive
of from about 500:1 to about 15:1, respectively.
The present invention also provides a process for enhancing the aesthetic and tactile properties of alkyl
polyglycosides comprising adding an effective amount of an
additive selected from the group consisting of C 6 -C 10 alkyl
sulfates, unsaturated aliphatic carboxylic acids including
hydroxy-substituted derivatives thereof or their salts,
unsaturated aliphatic sorbitan esters, C 8 -C 36 branched
aliphatic di-carboxylic acids, C 6 -C 54 branched aliphatic tri-
carboxylic acids, alkyl sulfosuccinates, a second alkyl
polyglycoside wherein the alkyl group has from 4 to 10
carbon atoms, alkyl alkoxylates, alkyl and aryl phosphate
esters, branched aliphatic carboxylic acids, unsaturated
alcohols, Guerbet alcohols, alkoxylated C 6 to C 18 alkyl
polyglycosides, alkoxylated penterythritol, alkoxylated
penterythritol esters, alkyl and aryl sulfonates, alkyl
sulfonates, alkenyl sulfonates, alkyl amino carboxylates or
imino dicarboxylates, betaines, carboxylated immidazoline
derivatives, carboxylates, and mixtures thereof, to a first
alkyl polyglycoside of the formula I
R0(Z) a (I)
wherein R is a monovalent organic radical having from about
12 to about 16 carbon atoms; Z is a saccharide residue
having 5 or 6 carbon atoms; and a is a number having a
value from about 1 to about 6.
The present invention also provides a process for
enhancing the tactile properties of alkyl polyglycoside
solutions when applied onto human hair and/or skin by
contacting human hair and/or skin with a composition
comprised of : (a) an alkyl polyglycoside of formula I:
R0<Z) a I
wherein R is a monovalent organic radical having from about
8 to about 18 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; a is a number having a value
from 1 to about 6 and an effective amount of a dicarboxylic
acid having from 8 to about 36 carbon atoms;
(b) a salt of an alkyl ether sulfate having an average
degree of ethoxylation of about 2; and
(c) an N-alkoxylated fatty acid amide, thereby
imparting to said human hair, skin and combinations thereof
a feeling which is free of tackiness, roughness, dryness
and combinations thereof.
Brief Description of the Drawings
Fig. 1 is a bar graph illustrating the effect on
viscosity at a temperature of about 72°F, when various
unsaturated fatty acids such as EMERSOL ® 315, an
unsaturated carboxylic acid, EMPOL ® 1008, an unsaturated
aliphatic dicarboxylic acid, and EMSORB ® 2500, an
unsaturated alkyl sorbitan ester, are added at a 1.5%
actives level to GLUCOPON ® 625 CS SURFACTANT at about 40%
actives.
Fig. 2 is a bar graph illustrating the effect on
viscosity, at a temperature of about 72°F when the
unsaturated fatty acids of Figure 1 are added at a 1.5%
actives to GLUCOPON ® 625 CSUP SURFACTANT at about 40%
actives.
Fig. 3 is a bar graph comparing the initial viscosity
at 72°F when the unsaturated fatty acids of Figure 1 are added at a 1.5% actives to GLUCOPON ® 625 CSUP SURFACTANT at
about 40% actives versus the viscosity after approximately
six weeks of storage at about 45°C.
Fig. 4 is a bar graph comparing the initial viscosity
at 72°F when the unsaturated fatty acids of Figure 1 are
added at a 1.5% actives to GLUCOPON ® 625 CS SURFACTANT at
about 40% actives versus the viscosity after approximately
six weeks of storage at about 45°C.
Fig. 5 is a bar graph illustrating the effect on the
amount of foam formed at 72°F in deionized water when the unsaturated fatty acids of Figure 1 are added at a 1.5%
actives to GLUCOPON ® 625 CS SURFACTANT at about 40%
actives, as measured by the Ross Miles test.
Fig. 6 is a bar graph illustrating the effect on the
amount of foam formed at 72°F in deionized water when the
unsaturated fatty acids of Figure 1 are added at a 1.5%
actives to GLUCOPON ® 625 CSUP SURFACTANT at about 40% actives, as measured by the Ross Miles test.
Fig. 7 is a bar graph illustrating the effect on
wetting ability when the unsaturated fatty acids of Figure
1 are added at a 1.5% actives to GLUCOPON ® 625 CS
SURFACTANT at about 40% actives at a temperature of about
72°F in deionized water, as measured by the Draves Wetting
test .
Fig. 8 is a bar graph illustrating the effect on
wetting ability when the unsaturated fatty acids of Figure
1 are added at a 1.5% actives to GLUCOPON ® 625 CSUP
SURFACTANT at about 40% actives at a temperature of about
72°F in deionized water, as measured by the Draves Wetting
test.
Detailed Description of the Invention
In general, it is desirable to improve both the
aesthetic and tactile properties of alkyl polyglycosides.
An alkyl polyglycoside is a sugar derivative
surfactant which is typically less irritating to human skin
than other surfactants. Also, though it is a nonionic
surfactant, an alkyl polyglycoside forms a stable foam per
se, and furthermore, exerts a foam-stabilizing effect when
combined with anionic surfactants. Conventional body
cleansers such as shampoos, whether for hair or body,
contain anionic surfactants as their major components.
Because of the low skin irritation associated with the use
of alkyl polyglycosides as the nonionic surfactant, the use
of alkyl polyglycosides as an ingredient has become an
option in the personal care industry. However, prior to
their admixture into cleaning compositions, there is a time
period during which the alkyl polyglycosides are shipped
from the manufacturer and stored in drums . It is during
this time period, which may be very short, and under
ambient conditions, the alkyl polyglycosides have a
tendency to crystallize, thus becoming turbid and more
viscous. Moreover, as was mentioned above, the use of
alkyl polyglycosides as hair and/or skin cleansers, until
now, has been limited because of the previously-described undesirable scroopiness effect imparted by alkyl
polyglycosides when in contact with the human body. Thus,
these alkyl polyglycosides are used primarily in small
quantities for their synergistic relationship with other surfactants, low skin irritation and tendency to high
foaming.
It has now surprisingly been found that by adding an
effective amount of the disclosed additives to alkyl
polyglycosides, alkyl polyglycosides may be used as the
primary surfactant in a personal care product formulation,
while at the same time exhibiting significantly enhanced
aesthetic properties based on the elimination or reduction
in crystallization, along with the resultant increase in
viscosity of the alkyl polyglycosides.
Thus, according to the present invention, there is
provided a composition having improved aesthetic and
tactile properties comprising a mixture of a first alkyl
polyglycoside of formula I
R0(Z) a (I)
wherein R is a monovalent organic radical having from about
8 to about 18 carbon atoms; Z is a saccharide residue
having 5 or 6 carbon atoms; and a is a number having a
value from about 1 to about 6, and an additive selected
from the group consisting of C 6 -C 10 alkyl sulfates,
unsaturated aliphatic carboxylic acids including hydroxy-
substituted derivatives thereof or their salts, unsaturated
aliphatic sorbitan esters, C 8 -C 36 branched aliphatic di-
carboxylic acids, C 6 -C 54 branched aliphatic tri-carboxylic
acids, alkyl sulfosuccinates, a second alkyl polyglycoside
wherein the alkyl group has from 4 to 10 carbon atoms,
alkyl alkoxylates, alkyl and aryl phosphate esters,
branched aliphatic carboxylic acids, unsaturated alcohols,
Guerbet alcohols, alkoxylated C 6 to C 18 alkyl
polyglycosides, alkoxylated penterythritol, alkoxylated
penterythritol esters, alkyl and aryl sulfonates, alkyl
sulfonates, alkenyl sulfonates, alkyl amino carboxylates,
or imino dicarboxylates, betaines, carboxylated
immidazoline derivatives, carboxylate surfactants, and
mixtures thereof .
In the aspect of the present invention which relates
to the elimination of the crystallization of alkyl
polyglycosides, the preferred alkyl polyglycosides are
those which are most susceptible to crystallization upon
storage. Such alkyl polyglycosides are alkyl polyglucosides
wherein the alkyl groups contain from 12 to 16 carbon atoms
and the sugar residue is derived from glucose. Such alkyl
polyglucosides which are made by reacting a mixture of
fatty alcohols having 12 to 16 carbon atoms and glucose and
are available commercially, for example, from Henkel
Corporation as GLUCOPON ® 600 and GLUCOPON ® 625
SURFACTANT, or APG ® 600 and APG 625 SURFACTANT.
These alkyl polyglycosides have an average degree of
polymerization, which is typically defined as the average number of repeat units, or in this case glucose units, per
polymer chain, in the range of about 1.4 to about 1.6. The
pH of the alkyl polyglycoside is typically in the range of
about 6 to about 12. The percent actives of the alkyl
polyglycosides employed in the present invention is in the
range of about 5 to about 80%, and preferably about 40%.
The C 6 -C 10 alkyl sulfates which may be employed are short-chain alkyl sulfates characterized by the formula R'-
S0 4 " -X + wherein X is Na, K, Mg, and NH 3 . These can be
manufactured from alkyl alcohols by sulfation with S0 3 or
chlorosulfonic acid.
The unsaturated aliphatic carboxylic acids, including
their hydroxy-substituted derivatives and salts thereof,
employed in the present invention have from 6 to 22 carbon
atoms. Preferred unsaturated fatty acids include: linoleic
acid and its sodium or potassium salt (commercially
available under the tradename EMERSOL ® 315) ; linseed fatty
acid (commercially available under the tradename EMERY ®
643); or hydroxy-substituted unsaturated aliphatic carboxylic acids such as ricinoleic acid, and mixtures
thereof.
Unsaturated aliphatic sorbitan esters of the type
CH 2 -- CH-
I H-C-OH H-C-0(C 2 H 4 0),H O
R 3€ 0-C-H H-C-0(C 2 H 4 0) x R 36
H-C H-C-
I
H-C-OR 35 H-C-0(C 2 H 4 0) y R 35
I
CH s OC-R 1 CH,0-C-R α
II O 0
wherein each of R 35 and R 36 is independently hydrogen or OCR 1
and wherein R 1 is a C 10 _ 22 hydrocarbon radical with the
proviso that x+y+z is a number from 5-30, may also be used.
Dimer fatty acids and salts thereof having the
structure X-R -X where R 2 is a C θ _ 36 hydrocarbon radical and
X is COOH may also be employed. Examples include the
potassium salt of dimer acid (commercially available under
the tradename EMPOL ® 1008) .
Similarly, trimer fatty acids having from about 6 to
about 54 carbon atoms may also be employed as an additive.
Aliphatic dicarboxylic acids of the formula R 3 -CX-
(COOH) 2 wherein R 3 is a C 16 _ ιe hydrocarbon radical and X is NH ?
or N(R 4 ) 2 , where R" is a C^ hydrocarbon radical may also be
used.
Short-chain alkyl polyglycosides wherein the alkyl
group has from about 4 to about 10 carbon atoms may also be
used to inhibit crystallization.
Alkyl alkoxylates having the structure R 5 - (EO) v - (PO) w -OH
wherein R 5 is a C 8 _ 22 hydrocarbon radical, v is a number from
about 0 to about 100 and w is a number from about 0 to
about 100, such that v + w _> 1, may also be employed.
Yet another additive which may be employed are the alkyl sulfosuccinates characterized by the structure
COOR 6
I
CH 2
H-C-S0 3 "M*
I COOR 7
wherein each of R 6 and R 7 is independently a C 8 . lβ linear or
branched, saturated or unsaturated hydrocarbon radical or H, with the proviso that when R 6 is H, R 6 does not equal R 7 ,
and M + is Na, K or ammonium.
Alkyl and aryl phosphate esters characterized by the
structure
O I
R 8 0-P-OM +
I OR 9
wherein each of R B and R 9 is independently a C B , 22 straight or
branched, saturated or unsaturated hydrocarbon radical
which may be ethoxylated with from 0 to 20 moles of
ethylene oxide, or H, with the proviso that when R 8 is H, R 8
does not equal R 9 , and M + is H, Na, K, or ammonium.
Branched fatty acids of the R 10 -COOH type where R 10 is
a C 4 . 22 hydrocarbon radical.
Unsaturated alcohols of the R 1:1 -0H type may also be
employed.
Guerbet alcohols having the formula
I
R 13 -CH 2 CH 2 OH
wherein each of R 12 and R 13 is independently a C 8 . 10 straight
or branched chain hydrocarbon radical, and also esters of
Guerbet alcohols of the formula R 14 COOR 15 where
R 14 is R 12 -CH 2 CH 2
I R 13 -CH 2 CH 2
and R 15 is a C 8 _ 18 hydrocarbon radical .
Another useful additive is an alkoxylated alkyl
polyglycoside having the formula
R 16 -0(E0) £ (P0) g (Z) n
where Z is a glucose residue and n is a number from about
1 to 5, f is from about 0 to 100 and g is from about 0 to
100 where f + g _ 1.
Ethoxylated penterythritol and its esters having the
formula
CH 2 0(C 2 H 4 0) A R 17
R 18 (OH 4 C 2 ) D CH 2 -C-CH 2 0(C 2 H 4 0) c R 19
I
CH 2 0(C 2 H 4 0) B R 20
where A+B+C+D is a number from 40-200 and wherein each of
R i7 _ R 2 o j_ s independently H or OCR 40 wherein R 40 is a C 6-22 hydrocarbon radical .
Aliphatic or alkyl and aryl sulfonates having the
formula
R 21 -S0 3 " M + wherein R 21 is a C 8 . 22 straight or branched chain,
saturated or unsaturated alkyl and aryl group, may also be
employed.
Alkyl amino carboxylates or imino dicarboxylates
having the formula R 22 -NR 23 CH 2 CH 2 COO"M + wherein R 22 is a C S - 1B
aliphatic radical, linear or branched, saturated or
unsaturated, R 23 is H or CH 2 CH 2 COO " and M is Na, K or
ammonium.
Betaines having the formula:
R 24 R 24
I I
R 25 -N + X"M + or R 25 CONHCH 2 CH 2 CH 2 -N + X-M + I I
R 24 R 24
wherein R 25 is a C 8 . 22 straight or branched chain, saturated
or unsaturated aliphatic radical, R 24 is methyl or 2-hydroxy ethyl, X" is CH 2 COO " or CH 2 CH(OH) CH 2 S0 3 -, and M H is Na, K or
ammonium.
Carboxylated immidazoline derivatives of the type
R 26 CONHCH 2 CH 2 NR 2 R 28 wherein R 26 is a C θ _ 22 alkyl group , straight
or branched chain , saturated or unsaturated, R 27 is CH 2 COONa
or CH 2 CH (OH) CH 2 S0 3 Na , and R 28 is CH 2 CH 2 OH can also be
employed .
Carboxylate surfactants of the formula R 29 -COOM" * wherein
R 29 is C 8 - 22 alkyl group, straight or branched chain, or
R 30 CONCH 3 CH 2 with R 30 is a C 8 , 22 group (i.e. sarcosinate) , and
M + is Na, K or ammonium.
In a preferred embodiment of the present invention the
weight ratio of first alkyl polyglycoside to additive,
present in the composition, is from about 500:1 to about
15:1, respectively. A particularly preferred ratio is
about 25:1. The percent actives of the alkyl
polyglycosides is in the range of from about 5-80%, and most preferably about 40%.
According to another aspect of the present invention,
there is also provided a process for enhancing the
aesthetic and tactile properties of alkyl polyglycosides
involving adding an effective amount of an additive to a
first alkyl polyglycoside of formula I :
RO(Z) a (I)
wherein R is a monovalent organic radical having from about
8 to about 18 carbon atoms; Z is a saccharide residue
having 5 or 6 carbon atoms; and a is a number having a
value from about 1 to about 6. The additives which may be
employed are the same as those described above.
In a preferred embodiment of the present invention, an
alkyl polyglycoside according to formula I is heated to a
temperature in the range of from about 35 to about 70°C, and
preferably about 40°C. The additive is then added to the
heated alkyl polyglycoside, with mixing, in a weight ratio
of about 500:1 to about 15:1, and preferably about 25:1.
The addition of these types of additives has been shown to
be enhance the aesthetic and tactile properties of alkyl
polyglycosides without adversely affecting their physical and performance properties.
The practice of this invention may be further
appreciated by consideration of the following non-limiting,
working examples, and the benefits of the invention may be
further appreciated by reference to the comparison
examples.
CRYSTALLIZATION INHIBITION:
EXAMPLES
Alkyl polyglycoside compositions listed in Table I
were prepared. The crystallization inhibiting effect of each composition was evaluated according to the following
method. The results are also shown in Table I.
Evaluation Method:
In Examples 1-4 and Comparative Example 1, 40 grams of
50% actives Glucopon ® 625 CS SURFACTANT, an alkyl
polyglycoside composition commercially available from Henkel Corp., Ambler, PA was charged into a beaker and
heated to a temperature of about 40 C C. Various additives
were then added to the alkyl polyglycoside composition with
thorough mixing. The compositions were then allowed to
stand under ambient conditions for a predetermined number
of days. The Examples were then evaluated for appearance
to determine whether the formation of crystals was visible
to the human eye. The Examples were then tested to
determine their viscosities, foaming, wetting, and critical
micelle concentration, the results of which can be found in
Figures 1-8.
TABLE I
No. EMERSOL ® EMERSOL ® EMPOL ® EMSORB ® APPEARANCE 315 (K) 315 (Na) 1008 2500
1 1.5 -- -- -- clear
2 -- 1.5 -- -- clear
3 -- -- 1.5 -- clear
4 -- -- -- 1.5 clear
Cl -- -- hazy
* (all components are represented in grams)
EMERSOL ® 315 (K) is the potassium salt of linolic acid,
commerciallly available from Henkel Corp., Emery Division,
at 1.5% actives.
EMERSOL ® 315 (Na) is the sodium salt of linolic acid,
commercially available from Henkel Corp., Emery Division,
at 1.5% actives.
EMPOL ® 1008 is the potassium salt of dimmer acid,
commercially available from Henkel Corp., Emery Division, at 1.5% actives.
EMSORB ® 2500 is sorbitan mono oleate, commercially
available from Henkel Corp., Emery Division, at 1.5%
actives.
Examples 5-8 and Comparative Example 2 listed in Table
II were prepared as per above using 80 grams of 40% actives
Glucopon ® 625 csup, an alkyl polyglycoside composition also
commercially available from Henkel Corp. The Examples were
then evaluated and tested, as per above.
TABLE II
No. EMERSOL EMERSOL ® EMPOL ® EMSORB ® APPEARANCE
® 315 (Na) 1008 2500
315 (K)
5 1.5 -- -- -- clear
6 -- 1.5 -- -- clear
7 -- -- 1.5 -- clear
8 -- -- -- 1.5 clear
C2 -- -- -- -- hazy
* (all components are represented in grams)
As can be seen from the results in Tables I and II, as
well as Figures 1-8, the addition of one of the disclosed
additives such as an unsaturated fatty acid having a
terminal anionic group thereon significantly inhibits or
delays the formation of crystalls in alkyl polyglycosides
of formula I, without imparing its physical properties.
Thus enhancement of an alkyl polyglycoside' s aesthetic
appearance is desired, i.e., the inhibition of
crystallization during storage at ambient conditions, the
disclosed additive is preferably added in a weight ratio of
alkyl polyglycoside to additive of about 25:1.
TACTILE IMPROVEMENT:
Composition A
336.0 grams of PLANTAREN ® -2000 (an alkyl polyglycoside
commercially available from Henkel Corp., Emery division,
was heated to 50°C, after which 26.9 grams of EMPOL ® 1008
was added. The pH of the solution was adjusted to 7.2 with
11.6 grams of 25% NaOH solution. 18.7 grams of water was
then added to the solution to adjust the solids to about
50%. The solution was then cooled to 25°C. The final
product was clear yellow in appearance having a pH of 7.2
and a Brookfield viscosity of about 2,950 cps.
The following shampoo formulations were prepared in
order to determine the tactile properties imparted by an
alkyl polyglycoside composition of the present invention
versus that of a control group.
EXAMPLE 9
COMPONENT % by weight
STANDAPOL ® ES-2 15.0
STANDAMID ® SD 3.0
Composition A 15.0
thickener 0.5
Citric acid soln. , pH to 6.5 2.0
water 64.5
100.0
STANDAPOL ® ES-2 is ammonium laureth sulfate having a
degree of ethoxylation of about 2, available from Henkel Corp., Emery Division.
STANDAMID ® SD is cocamide DEA, available from Henkel Corp., Emery Division.
COMPARISON EXAMPLE 3
COMPONENT _ by we qh
STANDAPOL ® ES-2 15 . 0
STANDAMID ® SD 3 . . 0
PLANTAREN ® -2000 15 . . 0 thickener 0 . . 5
Citric acid soln., pH to 6.5 2 . . 0 water 64 , , 5
100 . 0
Test Procedure:
Example 9 and Comparison Example 3 were used to wash
human hair and then evaluated for the feel they imparted on
the hair after washing. The results showed that those
individuals using the alkyl polyglycoside composition of the present invention found their hair to be soft and
supple after washing. Conversely, those washing with
Comparison Example 3 found that their hair felt very dry
and tacky immediately following the washing. Thus, it can
be seen that by incorporating the alkyl polyglycoside
composition of the present invention into personal care
products, the resultant tactile properties are significantly enhanced.
It should be noted, however, that in a process for
cleansing human hair and/or skin, the amount of additive
will vary, depending on the particular type of cleansing
formulation being employed. Typical hair shampoos contain
the following components: C 8 _ 22 alkyl sulfates and their
salts which may be ethoxylated with from 1-50 moles of
(EO) , cocoamides their salts and derivatives thereof, along
with citric acid, its salts and derivatives. Thus, the
amount of additive to be added will to a certain extent depend on the additional components being employed, other
than alkyl polyglycoside. However, where the components
include: (a) a first alkyl polyglycoside in combination
with an additive selected from the group consisting of C 6 -C α0
alkyl sulfates, unsaturated aliphatic carboxylic acids
including hydroxy-substituted derivatives thereof or their
salts, unsaturated aliphatic sorbitan esters, C 8 -C 36 branched
aliphatic di-carboxylic acids, C 6 -C 54 branched aliphatic tri-
carboxylic acids, alkyl sulfosuccinates, a second alkyl
polyglycoside wherein the alkyl group has from 4 to 10
carbon atoms, alkyl alkoxylates, alkyl and aryl phosphate
esters, branched aliphatic carboxylic acids, unsaturated
alcohols, Guerbet alcohols, alkoxylated C 6 to C 18 alkyl
polyglycosides, alkoxylated penterythritol, alkoxylated
penterythritol esters, alkyl and aryl sulfonates, alkyl
sulfonates, alkenyl sulfonates, alkyl amino carboxylates or
imino dicarboxylates, betaines, carboxylated imidazoline
derivatives, carboxylate surfactants, and mixtures thereof;
(b) alkyl sulfates and their salts; (c) fatty acid amides,
the percent actives ratio of components (a) + (b) : (c) will
typically fall in the range of about 1:6 to about 1:4, and
preferably about 1:1. The same holds true for body
cleansers. The preferred additive for use in body cleanser
formulations is a dicarboxylic acid having from about 8 to
about 36 carbon atoms.
The present invention also provides a composition and
process for treating agricultural substrates by contacting
them with the agricultural composition of the present
invention.
Due to the inherent tacky nature of alkyl
polyglycosides, when applied onto agricultural substrates
they show a tendency to adhere (stick) securely onto a
surface of the substrate. An agricultural substrate is any
type of plant such as ornamental plants, weeds, or crops
such as wheat, corn, soy beans, and the like. The additive,
on the other hand, which in this case is a fatty acid, has
a tendency to disrupt the cell structure of the
agricultural substrate being treated, thereby enabling
agricultural adjuvants such as micro-nutrients, plant
growth regulators, biological agents and pesticides such as
insecticides, insect repellants, fungicides, bactericides
and herbicides to penetrate into the agricultural
substrate.
According to this aspect of the invention, the
additive employed is a saturated or unsaturated aliphatic
carboxylic acid having from 6 to 22 carbon atoms, i.e., a
fatty acid, including the hydroxy-substituted derivatives
and salts thereof. It has been surprisingly found that by
contacting an agricultural substrate, such as a plant, with
a fatty acid, the epithelium of the plant is disrupted
thereby enabling an adjuvant to enter into (be absorbed by)
the plant.
Thus, according to one aspect of the invention there
is provided a fixative composition containing: (a) an alkyl
polyglycoside having the general formula I
RO(Z) a (I)
wherein R is a monovalent organic radical having from about
6 to about 30 carbon atoms; Z is a saccharide residue
having 5 or 6 carbon atoms; and a is a number having a
value from about 1 to about 6, and (b) an additive
consisting of a saturated or unsaturated fatty acid having
from 6 to 22 carbon atoms, the combination of (a) and (b)
constituting a fixative composition.
A particularly preferred alkyl polyglycoside of
formula I is one wherein R is a monovalent organic radical
having from about 8 to about 16 carbon atoms, and a is a
number having a value from about 1 to 2. Preferred
unsaturated fatty acids include: linoleic acid and its
sodium or potassium salt (commercially available under the
tradename EMERSOL ® 315) ; linseed fatty acid (commercially
available under the tradename EMERY ® 643) ; or hydroxy-
substituted unsaturated aliphatic carboxylic acids such as
ricinoleic acid, and mixtures thereof. Preferred saturated
fatty acids include C 6 -C 12 fatty acids.
Thus, by combining the above-disclosed alkyl
polyglycoside and fatty acid additive, in a ratio by weight
of from about 500:1 to about 1:10, respectively, a fixative
composition is formed which can both disrupt the epithelium
of an agricultural substrate and allow a compound such as,
for example, an agricultural adjuvant to penetrate and
adhere thereto. The present invention therefore provides
a process for disrupting the epithelium of an agricultural
substrate.
As was noted above, various agricultural adjuvants may
be employed in accordance with the present invention, such
as those selected from the group consisting of micro¬
nutrients, plant growth regulators, biological agents and
pesticides such as insecticides, insect repellants,
fungicides, bactericides, herbicides and mixtures thereof.
Examples of micronutrients which may be used to treat an
agricultural include, for example, boron, chlorine, cobalt,
copper, iron, manganese, molybdenum and zinc. The specific
agricultural adjuvant used will be chosen by one skilled in
the art and depend on the particular treatment to be
administered to the agricultural substrate.
In a particularly preferred embodiment of the
invention, an agricultural composition for use in treating
agricultural substrates contains (a) from about 0.01 to
about 5% by weight of the fixative composition containing
the alkyl polyglycoside and the fatty acid, (b) up to about
15% by weight of an agricultural adjuvant, and (c)
remainder, up to 100%, of a carrier selected from the group
consisting of water, liquid fertilizer and mixtures
thereof. The purpose of the carrier is to provide a liquid
medium capable of transporting the agricultural composition
onto an agricultural substrate.
The present invention also provides a means for
treating agricultural substrates involving contacting the
substrates with the above-disclosed agricultural
composition. The substrates are preferably contacted with
the composition in spray form using a conventional spraying
device known in the art .
It will be recognized by those skilled in the art that
changes may be made to the above-described embodiments of
the invention without departing from the broad inventive
concepts thereof. It is understood, therefore, that this
invention is not limited to the particular embodiments
disclosed, but is intended to cover all modifications which
are within the scope and spirit of the invention as defined by the appended claims.
Next Patent: METHOD OF TREATING POST MENOPAUSAL DISEASES, INCLUDING OSTEOPOROSIS