SUZUKI MASAYUKI (JP)
DOW CHEMICAL THAILAND LTD (TH)
WO2019055725A1 | 2019-03-21 | |||
WO2019055727A1 | 2019-03-21 |
US20030100623A1 | 2003-05-29 | |||
US20200354383A1 | 2020-11-12 | |||
US20110105802A1 | 2011-05-05 |
CLAIMS: 1. A multi-layer panel, comprising: a polyurethane adhesive that is the reaction product of an isocyanate component and an isocyanate reactive component that includes at least one Lewis acid catalyst polymerized polyether polyol having a weight average molecular weight from 200 g/mol to 1,000 g/mol and an average primary hydroxyl group content of at least 30 % based on total number of hydroxyl groups, a Lewis acid catalyst for forming the Lewis acid catalyst polymerized polyether polyol having a general formula M(R1)1(R2)1(R3)1(R4)0 or 1, whereas M is boron, aluminum, indium, bismuth or erbium, R1, R2, R3, and R4 are each independent, R1 includes a first fluoro/chloro or fluoroalkyl-substituted phenyl group, R2 includes a second fluoro/chloro or fluoroalkyl- substituted phenyl group, R3 includes a third fluoro/chloro or fluoroalkyl-substituted phenyl group or a first functional group or functional polymer group, optional R4 is a second functional group or functional polymer group. 2. The multi-layer panel as claimed in claim 1, wherein the isocyanate-reactive component includes from 5 wt% to 55 wt% of the Lewis acid catalyst polymerized polyol, based on the total weight of the isocyanate-reactive component, and the Lewis acid catalyst polymerized polyol has an average hydroxyl number from 300 mgKOH/g to 500 mgKOH/g and an average primary hydroxy group content from 40% to 70%. 3. The multi-layer panel as claimed in any one of claim 1 or claim 2, wherein the isocyanate-reactive component further includes, based on the total weight of the isocyanate- reactive component, from 5 wt% to 35 wt% of at least one polyester polyol that has an average hydroxyl number from 300 mgKOH/g to 450 mgKOH/g, and from 5 wt% to 35 wt% of at least one polyether polyol that is different from the Lewis acid catalyst polymerized polyol, that has a weight average molecular weight from 800 g/mol to 2,000 g/mol, and that has an average hydroxyl number from 100 mgKOH/g to 200 mgKOH/g. 4. The composition as claimed in any one of claims 1 to 3, wherein M is boron and the Lewis acid catalyst has the general formula M(R1)1(R2)1(R3)1(R4)1. 5. The multi-layer panel as claimed in any one of claims 1 to 4, wherein the multi- layer panel is an insulation panel and the polyurethane adhesive is between a facing material and a core material of the insulation panel. 6. A method of manufacturing a multi-layer panel, the method comprising: providing a polyurethane adhesive that is the reaction product of an isocyanate component and an isocyanate reactive component that includes at least one Lewis acid catalyst polymerized polyether polyol having a weight average molecular weight from 200 g/mol to 1,000 g/mol and an average primary hydroxyl group content of at least 30 % based on total number of hydroxyl groups, a Lewis acid catalyst for forming the Lewis acid catalyst polymerized polyether polyol having a general formula M(R1)1(R2)1(R3)1(R4)0 or 1, whereas M is boron, aluminum, indium, bismuth or erbium, R1, R2, R3, and R4 are each independent, R1 includes a first fluoro/chloro or fluoroalkyl-substituted phenyl group, R2 includes a second fluoro/chloro or fluoroalkyl-substituted phenyl group, R3 includes a third fluoro/chloro or fluoroalkyl-substituted phenyl group or a first functional group or functional polymer group, optional R4 is a second functional group or functional polymer group. |
The ability of the optional R 4 group to protect the boron, aluminum, indium, bismuth and erbium center from inadvertent decomposition reactions may be related to a decrease in the accessible volume of the center. The accessible volume of the center is defined as the volume around the atom, such as the boron atom, that is available for interaction with other molecules. Suitable R 4 groups that can help increase catalyst shelf stability, e.g., without compromising catalyst activity, include diethyl ether, cyclopentyl methyl ether, methyl tertiary-butyl ether, tetrahydrofuran, 2-methyltetrahydrofuran, tetrahydropyran, 1,4-dioxane, acetone, methyl isopropyl ketone, isopropyl acetate, and isobutyl acetate. According to exemplary embodiments, the Lewis acid catalyst is a boron based Lewis acid catalyst that has the general formula B(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0or 1 , whereas R 1 , R 2 , and R 3 are each independently a fluoro-substituted phenyl group, and optional R 4 is the functional group or functional polymer group. In exemplary embodiments, the boron-based Lewis acid is tris(pentafluorophenyl)borane or isopropoxy-bis(pentafluorophenyl)borane wherein i PrO is isopropoxy. According to exemplary embodiments, the Lewis acid catalyst has the general formula M(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0 or 1 , whereas M is boron, aluminum, indium, bismuth, or erbium, R 1 , R 2 , and R 3 are each a fluoroalkyl-substituted phenyl group, and optional R 4 is the functional group or functional polymer group discussed above. The M in the general formula may exist as a metal salt ion or as an integrally bonded part of the formula. R 1 , R 2 , and R 3 may each be an independent fluoroalkyl-substituted phenyl group. For example, R 1 , R 2 , and R 3 may each be the same fluoroalkyl-substituted phenyl group. R 1 , R 2 , and R 3 may include the fluoroalkyl- substituted phenyl group or may consist essentially of the fluoroalkyl-substituted phenyl group. Similarly, R 4 may include the functional group or functional polymer group, or consist essentially of the R 4 is the functional group or functional polymer group. With respect to R 1 , R 2 , and R 3 , by fluoroalkyl-substituted phenyl group it is meant a phenyl group that includes at least one hydrogen atom replaced with a fluoroalkyl group, which is an alkyl group with at least one hydrogen atom replaced with a fluorine atom. For example, the fluoroalkyl group may have the structure C n H m F 2n+1-m , whereas n is greater than or equal to 1 and less than or equal to 5. Also, m is a number that reflects a balance of the electrical charges to provide an overall electrostatically neutral compound, e.g., can be zero, one or greater than one. The phenyl group of the fluoroalkyl-substituted phenyl may be substituted to include other groups in addition to the at least one fluoroalkyl group, e.g., a fluorine atom and/or chlorine atom that replaces at least one hydrogen of the phenyl group. For example, R 1 , R 2 , and R 3 may be a fluoro/chloro-fluoroalkyl-substituted phenyl group (meaning one fluoro or chloro group and at least one fluoroalkyl group are substituted on the phenyl group), difluoro/chloro-fluoroalkyl- substituted phenyl group (meaning two fluoro, two chloro, or a fluoro and chloro groups and at least one fluoroalkyl group are substituted on the phenyl group), trifluoro/chloro-fluoroalkyl- substituted phenyl group (meaning three fluoro, three chloro, or a combination of fluoro and chloro groups totaling three and at least one fluoroalkyl group are substituted on the phenyl group), or tetrafluoro/chloro-fluoroalkyl-substituted phenyl group (meaning four fluoro, four chloro, or a combination of fluoro and chloro groups totaling four and one fluoroalkyl group are substituted on the phenyl group). The functional group or functional polymer group R 4 , if present, may be as a Lewis base that forms a complex with the Lewis acid catalyst (e.g., a boron-based Lewis acid catalyst) and/or a molecule or moiety that contains at least one electron pair that is available to form a dative bond with a Lewis acid, as discussed above. In these exemplary embodiments, the Lewis acid catalysts have the following structure in which each of Ar 1 includes at least one fluoroalkyl (Y) group substituted on a phenyl group and optionally at least one fluoro or chloro (X) substituted on the phenyl group: Whereas each Ar 1 has the same structure. Exemplary structures for Ar 1 are the following, referred to as Set 1 structures:
According to these exemplary embodiments, the Lewis acid catalyst is a boron based Lewis acid catalyst that has the general formula B(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0or 1 , whereas R 1 , R 2 , and R 3 are a fluoroalkyl-substituted phenyl group, and optionally R 4 is the functional group or functional polymer group. For example, the fluoroalkyl-substituted phenyl group is a 2,4-difluoro-3- (trifluoromethyl)phenyl group. For example, the fluoroalkyl-substituted phenyl group is a 2,4,6- trifluoro-3-(trifluoromethyl)phenyl group. In exemplary embodiments, at least one of R 1 or R 2 or R 3 is a 3,4- or 3,5-bis(fluoroalkyl)-substituted phenyl group (e.g., a 3,4- or 3,5- bis(trifluoromethyl)-substituted phenyl group). For example, R 4 is a cyclic ether having 3-10 carbon atoms. In another example, each of R 1 , R 2 , and R 3 is a fluoro/chloro-fluoroalkyl- substituted phenyl group, difluoro/chloro-fluoroalkyl-substituted phenyl group, trifluoro/chloro- fluoroalkyl-substituted phenyl group, or tetrafluoro/chloro-fluoroalkyl-substituted phenyl group. Exemplary structures for the Lewis acid catalysts, where M is Boron are shown below: While the above illustrates exemplary structures that include boron, similar structures may be used that include other metals such as aluminum, indium, bismuth, and/or erbium. According to other exemplary embodiments, the Lewis acid catalyst has the general formula M(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0 or 1 , whereas M is boron, aluminum, indium, bismuth or erbium, R 1 includes a first fluoroalkyl-substituted phenyl group, R 2 includes a second fluoroalkyl- substituted phenyl group or a first fluoro-substituted phenyl group or a chloro-substituted phenyl group (i.e., a fluoro/chloro or fluoroalkyl-substituted substituted phenyl group), R 3 includes a third fluoroalkyl-substituted phenyl group or a second fluoro-substituted phenyl group or a chloro-substituted phenyl group (i.e., a fluoro/chloro or fluoroalkyl-substituted substituted phenyl group), and optional R 4 is the functional group or functional polymer group. The M in the general formula may exist as a metal salt ion or as an integrally bonded part of the formula. R 1 , R 2 , R 3 and R 4 are each independent of each other, e.g., a fluoroalkyl-substituted phenyl group of R 1 may be the same as or different from a fluoroalkyl-substituted phenyl group of R 2 . Though, R 1 is different from at least one of R 2 and R 3 , such that each of R 1 , R 2 , and R 3 are not all the same (e.g., same fluoroalkyl-substituted phenyl group), but R 1 may or may not be the same as R 2 or R 3 . R 1 may include the first fluoroalkyl-substituted phenyl group or may consist essentially of the first fluoroalkyl-substituted phenyl group. Similarly, R 2 may include the second fluoroalkyl- substituted phenyl group or the first fluoro/chloro-substituted phenyl group, or consist essentially of the second fluoroalkyl-substituted phenyl group or the first fluoro/chloro- substituted phenyl group. Similarly, R 3 may include the third fluoroalkyl-substituted phenyl group or the second fluoro/chloro-substituted phenyl group, or consist essentially of the third fluoroalkyl-substituted phenyl group or the second fluoro/chloro-substituted phenyl group. Similarly, R 4 may include the functional group or functional polymer group, or consist essentially of the R 4 is the functional group or functional polymer group. With respect to R 1 , R 2 , and R 3 , by fluoroalkyl-substituted phenyl group it is meant a phenyl group that includes at least one hydrogen atom replaced with a fluoroalkyl group, which is an alkyl group with at least one hydrogen atom replaced with a fluorine atom. For example, the fluoroalkyl group may have the structure C n H m F 2n+1-m , whereas n is greater than or equal to 1 and less than or equal to 5. Also, m is a number that reflects a balance of the electrical charges to provide an overall electrostatically neutral compound, e.g., can be zero, one or greater than one. The phenyl group of the fluoroalkyl-substituted phenyl may be substituted to include other groups in addition to the at least one fluoroalkyl group, e.g., a fluorine atom and/or chlorine atom that replaces at least one hydrogen of the phenyl group. For example, R 1 , R 2 , or R 3 may be a fluoro/chloro-fluoroalkyl-substituted phenyl group (meaning one fluoro or chloro group and at least one fluoroalkyl group are substituted on the phenyl group), difluoro/chloro-fluoroalkyl- substituted phenyl group (meaning two fluoro, two chloro, or a fluoro and chloro group and at least one fluoroalkyl group are substituted on the phenyl group), trifluoro/chloro-fluoroalkyl- substituted phenyl group (meaning three fluoro, three chloro, or a combination of fluoro and chloro groups totaling three and at least one fluoroalkyl group are substituted on the phenyl group), or tetrafluoro/chloro-fluoroalkyl-substituted phenyl group (meaning four fluoro, four chloro, or a combination of fluoro and chloro groups totaling four and one fluoroalkyl group are substituted on the phenyl group). With respect to R 2 and R 3 , by fluoro-substituted phenyl group it is meant a phenyl group that includes at least one hydrogen atom replaced with a fluorine atom. By chloro-substituted phenyl group it is meant a phenyl group that includes at least one hydrogen atom replaced with a chlorine atom. The phenyl group of the fluoro/chloro-substituted phenyl group may be substituted with other groups (such as may include a combination of fluoro, chloro, and/or hydrogens), but excludes any fluoroalkyl groups (e.g., excludes the group having the structure C n H m F 2n+1-m discussed above). Accordingly, the fluoro/chloro-substituted phenyl group is differentiated from the fluoroalkyl-substituted phenyl group, by the exclusion of any fluoroalkyl groups substituted on the phenyl ring. With respect to optional R 4 , the functional group or functional polymer group may be a Lewis base that forms a complex with the Lewis acid catalyst (e.g., a boron-based Lewis acid catalyst) and/or a molecule or moiety that contains at least one electron pair that is available to form a dative bond with a Lewis acid, as discussed above.
Whereas for exemplary structures, Ar 1 is chosen from the following, referred to as the Set 1 structures:
Whereas for exemplary structures, Ar 2 is chosen from the following, referred to as Set 2 structures: Further, the Lewis acid catalysts may have the following structures: According to exemplary embodiments, the Lewis acid catalyst is a boron based Lewis acid catalyst that has the general formula B(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0or 1 , whereas R 1 is the first fluoroalkyl- substituted phenyl group (e.g., any structure from Set 1 structures), R 2 is the second fluoroalkyl- substituted phenyl group (e.g., any structure from Set 1 structures) or the first fluoro/chloro- substituted phenyl group (e.g., any structure from Set 2 structures), R 3 is the third fluoroalkyl- substituted phenyl group (e.g., any structure from Set 1 structures) or the second fluoro/chloro- substituted phenyl group (e.g., any structure from Set 2 structures), and optional R 4 is the functional group or functional polymer group, as discussed above. In exemplary embodiments, at least one of R 1 or R 2 or R 3 is a 3,4- or 3,5-bis(fluoroalkyl)-substituted phenyl group (e.g., a 3,4 or 3,5-bis(trifluoromethyl)-substituted phenyl group). For example, R 4 is a cyclic ether having 3-10 carbon atoms. Exemplary structures for the Lewis acid catalysts, where M is Boron are shown below:
While the above illustrates exemplary structures that include boron, similar structures may be used in which boron is replaced by metals such as aluminum, indium, bismuth, and/or erbium. Further, exemplary embodiments may utilize a blend or mixture of catalysts, e.g., using one or more of the catalyst structures above. For example, referring to the other exemplary embodiments, the Lewis acid catalyst has the following structure that includes at least one 3,5-bis(trifluoromethyl)-substituted phenyl group (in this instance a 3,5-bis(trifluoromethyl)-substituted phenyl group) and at least one substituted phenyl group (i.e., Ar) independently selected from the structures shown below: The M in the general formula may exist as a metal salt ion or as an integrally bonded part of the formula. R 1 , R 2 , R 3 , and R 4 are each independent of each other, e.g., a Set 1 structure of R 2 may be the same as or different from a Set 1 structure of R 3 . As discussed above, with respect to optional R 4 , above, the functional group or functional polymer group may be a Lewis base that forms a complex with the Lewis acid catalyst (e.g., a boron based Lewis acid catalyst) and/or a molecule or moiety that contains at least one electron pair that is available to form a dative bond with a Lewis acid. With respect to the above, exemplary embodiments may utilize a blend of catalyst, e.g., using one or more of the catalysts structures above. The Lewis acid catalyst used in exemplary embodiments may be a blend catalyst that includes one or more Lewis acid catalysts (e.g., each having the general formula B(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0 or 1 ) and optionally at least one other catalyst (e.g., such as catalysts known in the art for producing polyether polyols). The blend catalyst may optionally include other catalysts, in which the one or more Lewis acid catalysts having the general formula B(R 1 ) 1 (R 2 ) 1 (R 3 ) 1 (R 4 ) 0 or 1 account for at least 25 wt%, at least 50 wt%, at least 70 wt%, at least 75 wt%, at least 80 wt%, at least 85 wt%, at least 90 wt%, at least 95 wt%, at least 99 wt%, etc., of the total weight of the blend catalyst. Exemplary other metal based Lewis acids that are active at lower temperatures may be included as part of the dual catalyst system and/or the blend catalyst. Exemplary metal-based Lewis acids are based on one of aluminum, boron, copper, iron, silicon, tin, titanium, zinc, and zirconium. For example, the added blend catalyst may include or exclude any DMC based catalysts. In exemplary embodiments, the DMC catalyst is a zinc hexacyanocobaltate catalyst complex. The DMC catalyst may be complexed with t-butanol. The DMC catalyst used in exemplary embodiments may be a blend catalyst that includes of one or more DMC catalysts. The blend catalyst may optionally include a non-DMC catalyst, in which the DMC catalysts account for at least 75 wt% of the total weight of the blend catalyst. The Lewis acid catalyst polymerized polyether polyol is formed in an alkoxylation process of low hydroxyl equivalent weight starter compounds, also referred to as the initiator, the process may proceed directly from the initiator to a finished polyether alcohol by the polymerization of propylene oxide and optionally ethylene oxide. A catalyst activation step may not be required when using the specific Lewis acid catalyst. The initiator includes one or more compounds having a low molecular weight and a numerical hydroxyl functionality of at least 2. The initiator is any organic compound that is to be alkoxylated in the polymerization reaction. The initiator may contain as many as 10 hydroxyl groups. For example, the initiator may be a diol or triol. Mixtures of starter compounds/initiators may be used. The initiator will have a hydroxyl equivalent weight less than that of the polyether product, e.g., may have a hydroxyl equivalent weight of less than 500 g/mol equivalence, less than 300 g/mol equivalence, greater than 20 g/mol equivalence, from 20 to 300 g/mol equivalence, from 20 to 200 g/mol equivalence, from 30 to 150 g/mol equivalence, etc. Exemplary, initiator compounds include, but are not limited to, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,4- butanediol, 1,6-hexanediol, 1,8-octanediol, cyclohexane dimethanol, glycerin, trimethylolpropane, trimethylolethane, pentaerythritol, sorbitol, sucrose, and/or alkoxylates (especially ethoxylates and/or propoxylates) any of these that have a weight average molecular weight less than that of the product of the polymerization. When the Lewis acid catalyst is used, the temperature of the reactor may be reduced at least 20 ºC as compared to when the DMC catalyst is used. For example, the temperature for use of a DMC catalyst may be from 125 ºC to 160 ºC (e.g., during a time at which a propylene oxide feed is gradually/slowly added to the reactor and after the time at which the starter compound is mixed with the DMC catalyst). The temperature for use of the Lewis acid catalyst may be from 25 °C to 115 °C and/or from 60 ºC to 115 ºC. In exemplary embodiments, the control of the relative contribution of a mixture containing an active DMC catalyst and an active Lewis acid may enable the Lewis acid to dominate the addition of oxirane onto chain ends. The polymerization reaction can be performed in any type of vessel that is suitable for the pressures and temperatures encountered. In a continuous or semi-continuous process the vessel may have one or more inlets through which the alkylene oxide, additional initiator compound, catalyst, hydrogen bond acceptor additive, air or inert gas (purge or blanket gas such as nitrogen) and optional solvent may be introduced before or during the reaction. In a continuous process, the reactor vessel should contain at least one outlet through which a portion of the partially or fully polymerized reaction mixture may be withdrawn. A tubular reactor that has single or multiple points for injecting the starting materials, a loop reactor, and a continuous stirred tank reactor (CSTR) are all suitable types of vessels for continuous or semi-continuous operations. An exemplary process is discussed in U.S. Patent Publication No.2011/0105802. The resultant polyether alcohol product may be further treated, e.g., in a flashing process and/or stripping process. The polyether alcohol may be a finished or non-finished alcohol. For example, the polyether alcohol may include the Lewis acid catalyst, or the polyether alcohol may be treated to reduce catalyst residues even though some of the catalyst residue may be retained in the product. Moisture may be removed by stripping the polyol. The polyether alcohol derived from ethylene oxide, propylene oxide and/or butylene oxide according to embodiments may have a Lewis acid catalyst concentration (in ppm in the final polyol) of from 25 ppm to 1000 ppm (e.g., 50 ppm to 100 ppm, 100 ppm to 500 ppm and/or 100 ppm to 250 ppm). All parts and percentages are by weight unless otherwise indicated. All molecular weight values are based on number average molecular weight unless otherwise indicated. Examples Approximate properties, characters, parameters, etc., are provided below with respect to various working examples, comparative examples, and the materials used in the working and comparative examples. The following materials are mainly used in the Examples: Polyol 1 is prepared as discussed in International Publication Nos. WO/2019/055725 and WO/2019/055727. In particular, a 13,000 L pressure reactor is charged with 4089 pounds of glycerin. The reaction is catalyzed using 1.45 kg of (the THF adduct of tris(3,5- bis(trifluoromethyl)phenyl)borane) (i.e., Catalyst 2). Propylene oxide (14,304 pounds) is added to the reactor at a reaction temperature of 80 °C. Upon completion of propylene oxide feed, the reaction is allowed to digest. The resulting product has approximately a number average molecular weight of 430 g/mol, a primary hydroxyl content of 59%, and a hydroxyl number of 394 mg KOH/g polyol. Polyol 2: A glycerin propoxylated polyether triol with approximately an average molecular weight of 430 g/mol, a primary hydroxyl content of greater than 95%, and an average hydroxyl number of 396 mgKOH/g, available as VORANOL™ CP 450 from The Dow Chemical Company or affiliated companies. Polyol 3: A glycerin propoxylated polyether triol with an average molecular weight of 1000 g/mol and with an average hydroxyl number of approximately 152-160 mgKOH/g, available as VORANOL™ CP 1055 from The Dow Chemical Company or affiliated companies. Polyol 4: An aromatic polyester polyol that is a terephthalic acid and >/= 50 mol% ortho- phthalic acid based polyol having a hydroxyl number of 315 mgKOH/g and hydroxyl functionality of 2.4, available as STEPANPOL® PS-3024 from Stepan Company. Surfactant: A silicone surfactant available as TEGOSTAB® B 8462 available from Evonik. Flame Retardant: A tris-chloropropyl phosphate (TCPP) based claim retardant available from Sigma-Aldrich. Amine Catalyst 1: A pentamethyldiethylenetriamine based catalyst available as Polycat® 5 available from Evonik. Amine Catalyst 2: A triethylenediamine based catalyst available as DABCO® 33 LV available from Evonik. Isocyanate: Polymeric MDI available as PAPI™ 27 from The Dow Chemical Company or affiliated companies.
Table 1 Referring to Table 1, Working Examples 1 to 3 and Comparative Examples A and B are prepared and analyzed as discussed below. Working Examples 1 to 3 include varying amounts of Polyol 1 made using the Lewis Acid catalyst, while Comparative Examples A and B do not include Polyol 1. Comparative Example B includes an additional amount of Amine Catalyst 2, which is not a preferable way to increase reactivity. For each of the examples, approximately 101.5 grams of the Isocyanate-reactive component and approximately 98.5 grams of the Isocyanate component are added to a plastic 32 oz cup to form a reaction mixture. The reaction mixture is mixed using a Heidolph mixer at 3000 rpm for 7 seconds, and then the cream time, gel time, and tack free time are measured in due course for each sample. The free rise density (FRD) is measured after allowing the sample to sit for 30 mins at room temperature. The cream time (CT), the gel time (GT), and the tack free time (TFT) are measured to understand reactivity, such that the goal is to have an overall low CT, GT, and TFT while still maintaining a similar FRD. For the evaluation of adhesion performance, the peel strength is measured in Newtons (N). CT is defined as the time when the gas reaction between water and isocyanate in the reaction mixture starts to generate carbon dioxide. For insulation panels, initial slow reactivity (first few seconds) is preferred for achieving better adhesion and more anchoring effect between the substrates, while overall fast CT is preferred for efficiency in production. GT is defined as the time period up to which the adhesive formulation remains in a flowy state. Similar, to CT initial slow reactivity is preferred to allow for positioning of the composition while still in a flowy state, whereas overall fast GT is preferred for efficiency in production. TFT is defined as the time period when the surface of the adhesive formulation ceases to be sticky. Similar to CT and GT, initial slow reactivity is preferred to allow for appropriate positioning of the components to be adhered to each other (also referred to as anchoring effect), while overall fast TFT is preferred for efficiency in production. Referring to Table 1, Comparative Example A shows the reference adhesive formulation and its performance in terms of reactivity and adhesion. Comparative Example B shows the impact of increasing the amount of an amine catalyst, while the adhesion performance is good, the working time, measured by the CT becomes substantially faster. This is undesirable and may be unacceptable in many applications that require sufficient time for proper placement of the adhesive between the two substrates (facing and core panel) forming the insulation panel. Working Example 1 illustrates the benefit of replacing part of Polyol 2 with Polyol 1, while CT is similar to Comparative Example A, the TFT time is faster, indicating faster curing speed and the potential for a faster production process. Working Examples 2 and 3 illustrate the further benefit of replacing Polyol 2 with Polyol 1, which is shown as leading to further improvement in adhesion performance and further acceleration of cure speed, while the CT remains consistent. Accordingly, it is believed that use of Polyol 1 in an adhesive composition for a multi-layer panel may be effective to improve curing and adhesion, while maintaining an appropriate initial reactivity (such as CT). Further, referring to Working Examples 1 to 3 it is shown the composition and benefits thereof can be further adjusted by varying the amount of Polyol 1 to Polyol 2 (or excluding Polyol 2), while still retaining the desirable properties.