CN110734732A - Solvent-free bi-component polyurethane laminating adhesive and preparation method thereof - Google Patents

Solvent-free bi-component polyurethane laminating adhesive and preparation method thereof Download PDF

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CN110734732A
CN110734732A CN201911080240.6A CN201911080240A CN110734732A CN 110734732 A CN110734732 A CN 110734732A CN 201911080240 A CN201911080240 A CN 201911080240A CN 110734732 A CN110734732 A CN 110734732A
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component
molecular weight
average molecular
solvent
laminating adhesive
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罗俊
赵寅建
吕嘉东
逄志玲
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Beijing Kyoto Dacheng Mstar Technology Ltd
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Beijing Kyoto Dacheng Mstar Technology Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/4009Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4018Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4804Two or more polyethers of different physical or chemical nature
    • C08G18/4812Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/721Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
    • C08G18/725Combination of polyisocyanates of C08G18/78 with other polyisocyanates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/77Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78Nitrogen
    • C08G18/79Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/797Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/06Polyurethanes from polyesters
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/08Polyurethanes from polyethers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention relates to solvent-free bi-component polyurethane laminating adhesives and a preparation method thereof, the solvent-free bi-component polyurethane laminating adhesives comprise a component A and a component B, the component A is prepared by polymerization reaction of a homogeneous mixture containing polyisocyanate, polyether diol with average molecular weight of 1000 and polyether diol with average molecular weight of 2000, the component B is prepared by polymerization reaction of a homogeneous mixture containing polyether triol with average molecular weight of 1000, polyester diol with average molecular weight of 500 and polyether triol with average molecular weight of 3000, BOPP and CPP are compounded, after complete curing, the T-shaped peeling strength is 1.2-1.4N/15mm, after seven days, the T-shaped peeling strength is attenuated by 5-8%, and the BOPP/CPP composite film has good heat resistance, and no wrinkling at the heat sealing edge during bag making processing and the prepared packaging bag is not easy to leak.

Description

Solvent-free bi-component polyurethane laminating adhesive and preparation method thereof
Technical Field
The invention relates to polyurethane adhesives suitable for composite flexible packaging, in particular to solvent-free double-component polyurethane laminating adhesives and a preparation method thereof.
Background
Along with the vigorous development of commodity economy, a large number of plastic flexible packages are adopted for industrial products, household daily necessities, foods, medicines and the like, and composite flexible package products which are undisplaceable, beautiful and durable in daily life are produced.
The Biaxially Oriented Polypropylene (BOPP) composite Cast Polypropylene film (Cast Polypropylene, CPP) is which is the most common structure in flexible packaging, and can be seen in the body shadow of various food and daily chemical products because BOPP and CPP have material properties, the T-peel strength after compounding with solvent-based polyurethane adhesives is usually 0.2-0.4N/15mm, and if compounded with solvent-free polyurethane adhesives, the peel strength will be attenuated by more than 30% after 7 days of curing of solvent-free polyurethane adhesives.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to provide solvent-free double-component polyurethane laminating adhesives, which are used for laminating BOPP and CPP, wherein the T-shaped peeling strength is 1.2-1.4N/15mm after complete curing, the T-shaped peeling strength is attenuated by 5% -8% after seven days, the BOPP/CPP composite film has good heat resistance, and the heat-sealing edge cannot wrinkle during bag making processing, and the prepared packaging bag is not easy to leak air.
The technical purpose of the invention is realized by the following technical scheme:
the solvent-free two-component polyurethane laminating adhesive comprises a component A and a component B, wherein the component A is prepared by mixing a mixture of a component A and a component B in a weight ratio of 10-12: 3-4: 5-6, polyether diol with average molecular weight of 1000 and polyether diol with average molecular weight of 2000, wherein the component B is prepared by polymerization reaction of a homogeneous mixture of polyisocyanate with average molecular weight of 11-13: 4-5: 3-4 of a homogeneous mixture of a polyether triol having an average molecular weight of 1000, a polyester diol having an average molecular weight of 500 and a polyether triol having an average molecular weight of 3000; the mole number of the functional group-NCO of the component A is 1.2-1.5:1 than that of the functional group-OH of the component B.
, the component A is prepared through polymerization at 80-90 deg.c for 2-3 hr.
And , mixing the polyether triol with the average molecular weight of 1000, the polyester diol with the average molecular weight of 500 and the polyether triol with the average molecular weight of 3000 at the temperature of 75-85 ℃ for 1-2 hours.
, the isocyanate is at least selected from 2,4' -diphenylmethane diisocyanate, 4' -diphenylmethane diisocyanate and carbodiimide-modified 4,4' -diphenylmethane diisocyanate.
Further , the polyester diol having an average molecular weight of 500 has a hydroxyl value of between 210 and 220 mgKOH/g.
, adding antioxidant and catalyst into homogeneous mixture of organic diacid, 2-methyl-1, 3-propanediol and diethylene glycol, and carrying out esterification and polycondensation reaction to obtain the polyester diol with the average molecular weight of 500, wherein the polyester diol is prepared from 45-46 parts by mass of organic diacid, 15-18 parts by mass of 2-methyl-1, 3-propanediol, 36-40 parts by mass of diethylene glycol, 0.5 part by mass of antioxidant and 0.03-0.05 part by mass of catalyst.
Further , the organic diacid is selected from at least of adipic acid and isophthalic acid.
Further , the antioxidant is selected from triphenyl phosphite.
Further , the catalyst is selected from tetra-n-butyl titanate.
The invention aims to provide a preparation method of solvent-free bi-component polyurethane laminating adhesives, the prepared solvent-free bi-component polyurethane laminating adhesives compound BOPP and CPP, the T-shaped peeling strength is 1.2-1.4N/15mm after complete curing, the T-shaped peeling strength is attenuated by 5% -8% after seven days, the BOPP/CPP composite film has good heat resistance, no wrinkling at the heat sealing edge during bag making processing is caused, and the prepared packaging bag is not easy to leak air.
The technical purpose of the invention is realized by the following technical scheme:
the preparation method of the solvent-free bi-component polyurethane laminating adhesive comprises the following steps:
(1) preparation of component A: uniformly mixing polyisocyanate, polyether diol with the average molecular weight of 1000 and polyether diol with the average molecular weight of 2000, and heating to 80-90 ℃ for polymerization reaction for 2-3 hours;
(2) preparation of component B: uniformly mixing polyether triol with average molecular weight of 1000, polyester diol with average molecular weight of 500 and polyether triol with average molecular weight of 3000;
(3) preparation of solvent-free two-component polyurethane laminating adhesive: and uniformly mixing the component A and the component B according to the mole ratio of the functional group-NCO to the functional group-OH in the component B of 1.2-1.5: 1.
In conclusion, the invention has the following beneficial effects:
, the BOPP/CPP composite film compounded by the solvent-free double-component polyurethane laminating adhesive provided by the invention has good appearance, the peel strength after curing for 24 hours at 40 ℃ can reach 1.2N/15mm, the peel strength attenuation after 7 days is less than 10%, and the requirement that the T-type peel strength of a composite packaging bag specified in the industry standard BB/T0039-2013 is more than or equal to 0.6N/15mm is higher.
Secondly, the solvent-free double-component polyurethane laminating adhesive provided by the invention does not contain any organic solvent, is environment-friendly and does not have VOC emission.
Thirdly, the BOPP/CPP composite films compounded by the solvent-free double-component polyurethane laminating adhesive provided by the invention are respectively cut and cut to form bags, and the bag-making processing temperature is 230 ℃. The package did not exhibit hot edge wrinkling and no air leakage.
Detailed Description
The present invention is further illustrated in detail below with reference to examples.
Example 1
Preparation of component A: uniformly mixing 25Kg of 2,4' -diphenylmethane diisocyanate, 25Kg of 4,4' -diphenylmethane diisocyanate, 4Kg of carbodiimide-modified 4,4' -diphenylmethane diisocyanate, 20Kg of polyether glycol with the average molecular weight of 1000 and 26Kg of polyether glycol with the average molecular weight of 2000, heating to 85 ℃, and carrying out heat preservation reaction for 2.5 hours to obtain the component A with the NCO mass fraction of 15-15.5%.
The preparation of polyester diol with average molecular weight of 500 is carried out by adding 45Kg adipic acid, 15Kg 2-methyl 1, 3-propanediol and 40Kg diethylene glycol into polyester kettle, agitating, adding 0.5Kg triphenyl phosphite as antioxidant, 0.05Kg tetra-n-butyl titanate as catalyst, esterifying, polycondensing to obtain polyester diol with average molecular weight of 500 with hydroxyl value of 210-220 mgKOH/g.
Preparation of component B: 55Kg of polyether triol with average molecular weight of 1000, 25Kg of polyester diol with average molecular weight of 500 and 20Kg of polyether triol with average molecular weight of 3000 are stirred and mixed evenly at the temperature of 80 ℃ for 1.5 hours to obtain the component B.
Preparation of solvent-free two-component polyurethane laminating adhesive: and uniformly mixing the component A and the component B according to the mole ratio of the functional group-NCO of the component A to the mole ratio of the functional group-OH of the component B of 1.4: 1.
Example 2
Preparation of component A: 26Kg of 2,4 '-diphenylmethane diisocyanate, 26Kg of 4,4' -diphenylmethane diisocyanate, 20Kg of polyether glycol with the average molecular weight of 1000 and 28Kg of polyether glycol with the average molecular weight of 2000 are uniformly mixed, heated to 8 ℃ and reacted for 3 hours under the condition of heat preservation, thus obtaining the component A with the NCO mass fraction of 15-15.5%.
The preparation of polyester diol with average molecular weight of 500 is carried out by adding 38Kg adipic acid, 8Kg isophthalic acid, 36Kg diethylene glycol and 18Kg 2-methyl 1, 3-propanediol into polyester kettle, agitating, adding 0.5Kg triphenyl phosphite as antioxidant, 0.03Kg tetra-n-butyl titanate as catalyst, esterifying, and polycondensing to obtain polyester diol with average molecular weight of 500 with hydroxyl value of 210-220 mgKOH/g.
Preparation of component B: 60Kg of polyether triol with molecular weight of 1000, 20Kg of polyester diol with molecular weight of 500 and 20Kg of polyether triol with molecular weight of 3000 are mixed evenly at the temperature of 75 ℃ and the mixture is kept warm and stirred for 2 hours, thus obtaining the component B.
Preparation of solvent-free two-component polyurethane laminating adhesive: and uniformly mixing the component A and the component B according to the mole ratio of the functional group-NCO of the component A to the mole ratio of the functional group-OH of the component B of 1.5: 1.
Example 3
Preparation of component A: 26Kg of 2,4' -diphenylmethane diisocyanate, 26Kg of 4,4' -diphenylmethane diisocyanate, 6Kg of carbodiimide-modified 4,4' -diphenylmethane diisocyanate, 15Kg of polyether glycol with the average molecular weight of 1000 and 30Kg of polyether glycol with the average molecular weight of 2000 are mixed uniformly, heated to 90 ℃ and reacted for 2 hours under the condition of heat preservation, thus obtaining the component A with the NCO mass fraction of 15-15.5%.
The preparation of polyester diol with average molecular weight of 500 is carried out by adding 38Kg adipic acid, 8Kg isophthalic acid, 38Kg diethylene glycol and 16Kg 2-methyl 1, 3-propanediol into polyester kettle, agitating, adding 0.5Kg triphenyl phosphite as antioxidant, 0.04Kg tetra-n-butyl titanate as catalyst, esterification and polycondensation to obtain polyester diol with average molecular weight of 500 and hydroxyl value of 210-220 mgKOH/g.
Preparation of component B: 58Kg of polyether triol with molecular weight of 1000, 22Kg of polyester diol with molecular weight of 500 and 15Kg of polyether triol with molecular weight of 3000 are stirred and mixed evenly at the temperature of 85 ℃ for 1 hour under the condition of heat preservation, thus obtaining the component B.
Preparation of solvent-free two-component polyurethane laminating adhesive: and uniformly mixing the component A and the component B according to the mole ratio of the functional group-NCO of the component A to the mole ratio of the functional group-OH of the component B of 1.2: 1.
The solvent-free two-component polyurethane laminating adhesives provided in examples 1 to 3 were applied to a solvent-free laminating machine at a rate of 1.1g/m2The sizing amount of (A) is determined by compounding 20 μm-thick BOPP and 20 μm-thick CPP, and determining the T-type peel strength of the BOPP/CPP composite film after aging at 40 ℃ for 24 hours and the T-type peel strength after aging at 40 ℃ for 24 hours and standing for seven days according to the standard specification of BB/T0039-2013 (retail packaging bags for goods), and the determination results are shown in Table 1.
TABLE 1
As can be seen from Table 1, the BOPP/CPP composite film compounded by the solvent-free double-component polyurethane laminating adhesive provided by the invention has good appearance, the peel strength after curing for 24 hours at 40 ℃ can reach 1.2N/15mm, the peel strength attenuation after 7 days is less than 10%, and the requirement that the T-type peel strength of a composite packaging bag specified in the industrial standard BB/T0039-2013 is more than or equal to 0.6N/15mm is met.
Therefore, the solvent-free bi-component polyurethane laminating adhesive provided by the invention solves the problem that the peeling strength of the BOPP composite CPP cannot meet the requirement. The solvent-free bi-component polyurethane laminating adhesive provided by the invention does not contain any organic solvent, is environment-friendly and has no VOC emission.
The BOPP/CPP composite film compounded by the solvent-free double-component polyurethane laminating adhesive provided in the embodiment 1-3 is selected to be respectively cut and cut for bag making, and the bag making processing temperature is 230 ℃. The package did not exhibit hot edge wrinkling and no air leakage.
It should be understood that the preparation methods described in the examples are only for illustrating the present invention and are not to be construed as limiting the present invention, and that the simple modifications of the preparation methods of the present invention based on the concept of the present invention are within the scope of the present invention as claimed.

Claims (10)

1. The solvent-free two-component polyurethane laminating adhesive is characterized by comprising a component A and a component B, wherein the component A is prepared by mixing a component A and a component B in a weight ratio of 10-12: 3-4: 5-6, polyether diol with average molecular weight of 1000 and polyether diol with average molecular weight of 2000, wherein the component B is prepared by polymerization reaction of a homogeneous mixture of polyisocyanate with average molecular weight of 11-13: 4-5: 3-4 of a homogeneous mixture of a polyether triol having an average molecular weight of 1000, a polyester diol having an average molecular weight of 500 and a polyether triol having an average molecular weight of 3000; the mole number of the functional group-NCO in the component A is 1.2-1.5:1 than that of the functional group-OH in the component B.
2. The solvent-free two-component polyurethane laminating adhesive of claim 1, wherein the polymerization conditions for preparing component a are a temperature of 80-90 ℃ and a time of 2-3 hours.
3. The solvent-free two-component polyurethane laminating adhesive according to claim 1, wherein the polyether triol having an average molecular weight of 1000, the polyester diol having an average molecular weight of 500 and the polyether triol having an average molecular weight of 3000 are mixed under the condition that the temperature is 75 to 85 ℃ and the time is 1 to 2 hours.
4. The solventless two-component polyurethane laminating adhesive of claim 1 wherein the isocyanate is at least selected from the group consisting of 2,4' -diphenylmethane diisocyanate, 4' -diphenylmethane diisocyanate, carbodiimide modified 4,4' -diphenylmethane diisocyanate.
5. The solvent-free two-component polyurethane laminating adhesive of claim 1, wherein the polyester diol having an average molecular weight of 500 has a hydroxyl value of between 210 and 220 mgKOH/g.
6. The solvent-free two-component polyurethane laminating adhesive according to claim 1, wherein the polyester diol with the average molecular weight of 500 is prepared by adding an antioxidant and a catalyst into a homogeneous mixture comprising organic diacid, 2-methyl-1, 3-propanediol and diethylene glycol, and performing esterification and polycondensation reaction, wherein the mass parts of the antioxidant are 45-46 parts of the organic diacid, 15-18 parts of the 2-methyl-1, 3-propanediol, 36-40 parts of diethylene glycol, 0.5 part of the antioxidant and 0.03-0.05 part of the catalyst.
7. The solvent-free two-component polyurethane laminating adhesive of claim 6, wherein the organic diacid is selected from at least of adipic acid and isophthalic acid.
8. The solventless, two-component polyurethane laminating adhesive of claim 6 wherein the antioxidant is selected from triphenyl phosphite.
9. The solventless, two-component polyurethane laminating adhesive of claim 6 wherein the catalyst is selected from the group consisting of tetra-n-butyl titanate.
10. A method of making a solventless two component polyurethane laminating adhesive according to any one of claims comprising the steps of:
(1) preparation of component A: uniformly mixing polyisocyanate, polyether diol with the average molecular weight of 1000 and polyether diol with the average molecular weight of 2000, and heating to 80-90 ℃ for polymerization reaction for 2-3 hours;
(2) preparation of component B: uniformly mixing polyether triol with average molecular weight of 1000, polyester diol with average molecular weight of 500 and polyether triol with average molecular weight of 3000;
(3) preparation of solvent-free two-component polyurethane laminating adhesive: and uniformly mixing the component A and the component B according to the mole ratio of the functional group-NCO to the functional group-OH in the component B of 1.2-1.5: 1.
CN201911080240.6A 2019-11-07 2019-11-07 Solvent-free bi-component polyurethane laminating adhesive and preparation method thereof Pending CN110734732A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115505362A (en) * 2022-10-31 2022-12-23 北京高盟新材料股份有限公司 Solvent-free polyurethane adhesive for composite low-surface-energy film and preparation method thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101503611A (en) * 2009-03-10 2009-08-12 中山大学 Solvent-free polyurethane adhesive for compound film
CN105368372A (en) * 2015-12-03 2016-03-02 北京高盟新材料股份有限公司 PE composite-suitable adhesive for solventless two-component polyurethane and preparation method for adhesive
US9453152B2 (en) * 2011-04-15 2016-09-27 H.B. Fuller Company Modified diphenylmethane diisocyanate-based adhesives
CN107779162A (en) * 2017-11-17 2018-03-09 北京高盟新材料股份有限公司 A kind of trans double component solvent-free polyurethane composite membrane adhesive and preparation method thereof
CN107815281A (en) * 2017-11-17 2018-03-20 北京高盟新材料股份有限公司 A kind of universal polyesters double component solvent-free polyurethane adhesive and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101503611A (en) * 2009-03-10 2009-08-12 中山大学 Solvent-free polyurethane adhesive for compound film
US9453152B2 (en) * 2011-04-15 2016-09-27 H.B. Fuller Company Modified diphenylmethane diisocyanate-based adhesives
CN105368372A (en) * 2015-12-03 2016-03-02 北京高盟新材料股份有限公司 PE composite-suitable adhesive for solventless two-component polyurethane and preparation method for adhesive
CN107779162A (en) * 2017-11-17 2018-03-09 北京高盟新材料股份有限公司 A kind of trans double component solvent-free polyurethane composite membrane adhesive and preparation method thereof
CN107815281A (en) * 2017-11-17 2018-03-20 北京高盟新材料股份有限公司 A kind of universal polyesters double component solvent-free polyurethane adhesive and preparation method thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115505362A (en) * 2022-10-31 2022-12-23 北京高盟新材料股份有限公司 Solvent-free polyurethane adhesive for composite low-surface-energy film and preparation method thereof
CN115505362B (en) * 2022-10-31 2023-11-17 北京高盟新材料股份有限公司 Solvent-free polyurethane adhesive for composite low-surface-energy film and preparation method thereof

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