CN102838963A - Preparation method of high-temperature anti-yellowing polyurethane adhesive size - Google Patents
Preparation method of high-temperature anti-yellowing polyurethane adhesive size Download PDFInfo
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- CN102838963A CN102838963A CN201210346462XA CN201210346462A CN102838963A CN 102838963 A CN102838963 A CN 102838963A CN 201210346462X A CN201210346462X A CN 201210346462XA CN 201210346462 A CN201210346462 A CN 201210346462A CN 102838963 A CN102838963 A CN 102838963A
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Abstract
The invention relates to a preparation method of a high-temperature anti-yellowing polyurethane adhesive size, which belongs to the technical field of adhesive sizes. The preparation method comprises the following steps of: firstly adding solvent in to reaction equipment; then adding two or more different types of polyisocyanates and polyols oligomer; heating to be 55-65 DEG C under the protection of nitrogen; adding organic bismuth catalyst to react for 1-3h; then adding chain extenders, heating to be 70-85 DEG C under the protection of the nitrogen, and reacting for 2-3h to obtain a polyurethane prepolymer; adding solvent to regulate the prepolymer to achieve expectant solid content; and simultaneously, cooling the prepolymer to be 55-65 DEG C, adding heat-resistant and antiaging agent being 0.5 percent of the total of the polyurethane prepolymer into the polyurethane prepolymer, and stirring for 10-20min to discharge, wherein the mass ratio of the solvent, the polyisocyanates, the polyols oligomer, the chain extenders and the organic bismuth catalyst is 200-500:30-40:100:5-15:0.01-0.02. Compared with the prior art, the preparation method of the high-temperature anti-yellowing polyurethane adhesive size has the characteristics of anti-yellowing property, good adhesion property, low production cost and the like.
Description
Technical field:
The present invention relates to the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature slurry, belong to the adhesive technology field.
Technical background:
Urethane mainly is to close the superpolymer that divalent alcohol is polymerized by POLYMETHYLENE POLYPHENYLISOCYANATE such as vulcabond and low molecular weight polycaprolactone; Owing to have strong polar carbamate groups; Simultaneously between macromole, have hydrogen bond, thereby polyurethane material have HS, wear-resisting, anti-solvent, characteristics such as ageing-resistant, water-fast.In addition, through type and the structure that changes polyol, the molecular weight etc. that change POLYMETHYLENE POLYPHENYLISOCYANATE, can in a big way, change the performance of polyurethane material.Polyurethane material is widely used in fields such as synthetic leather, corium leather, wrapping material, synthon, products with adhesive now.
The polyurethane adhesive that uses in the existing market is very extensive, but has many weak points, and common dual-component polyurethane adhesive unsuitable temperature in heating cure is too high; Hot setting highlights the tint permanence of product, has destroyed the outward appearance of finished product, but solidifies at low temperatures; Can make the isocyanate-based curing agent of tackiness agent crosslinked not exclusively; Thereby the performance of tackiness agent is had a greatly reduced quality, and the NCO of isocyanate-based curing agent very easily react in 60 ℃~80 ℃ curing, makes it lose reactive behavior and reactivity worth with airborne moisture; Reduce the performance of tackiness agent, improved production cost.How to shield the activity that is prone to produce xanthochromic group; Make it when high temperature, be in the torpescence state, thereby the product bridging property is improved greatly, avoided the interference of moisture solidifying agent; Reduce the usage quantity of solidifying agent; Reduce production costs, also must guarantee the bonding effect of product and the scope of application simultaneously, become the direction of present research.
Summary of the invention:
The object of the invention solves how to shield the activity that is prone to produce xanthochromic group in the prior art just; Make it when high temperature, be in the torpescence state, thereby the product bridging property is improved greatly, avoided the interference of moisture solidifying agent; The usage quantity that has reduced solidifying agent has reduced the method for production cost; Through using two or more isocyanic ester, reactive activity is different, has changed the state of molecular structure; Make the force of cohesion of product that variation take place, thereby improved the bonding effect of product and the scope of application.
In order to achieve the above object, the preparation method of the anti-yellow stain polyurethane tackiness agent of this high temperature of the present invention slurry is achieved in that
In conversion unit, at first add solvent; And then add two or more dissimilar POLYMETHYLENE POLYPHENYLISOCYANATE and oligomer polyol, and under protection of nitrogen gas, be warming up to 55~65 ℃, add organo-bismuth class catalyst reaction 1~3h; Adding chainextender then is warming up under 70 ℃~85 ℃ again under protection of nitrogen gas; Reaction 2~3h obtains base polyurethane prepolymer for use as, adds the solid content that solvent adjustment performed polymer reaches expection; Simultaneously performed polymer is cooled to 55~65 ℃ and in this base polyurethane prepolymer for use as, add and account for base polyurethane prepolymer for use as total amount 0.5% high temperature resistant inhibitor, stirs discharging behind 10~20min; Wherein the mass ratio of solvent, POLYMETHYLENE POLYPHENYLISOCYANATE, oligomer polyol, chainextender and organo-bismuth class catalyzer is: 200~500: 30~40: 100: 5~15: 0.01~0.02.
Further; Described POLYMETHYLENE POLYPHENYLISOCYANATE comprises tolylene diisocyanate, ditan-4; 4 '-vulcabond, hexamethylene diisocyanate, isophorone diisocyanate, Methylcyclohexyl diisocyanate, naphthalene-1; 5-vulcabond, two cyclohexyl methane diisocyanates, the many vulcabond of polymethylene polyphenyl, liquefaction ditan-4,4 '-in the vulcabond, tetramethylxylylene diisocyanate one or more are composite.
Further, described oligomer polyol comprises polyester polyol or polyether glycol.
Further, described chainextender comprises terepthaloyl moietie, glycol ether, 1,4-butyleneglycol, 1,3 butylene glycol, 1, and one or more in 6-pinakon, NSC 6366, TriMethylolPropane(TMP), glycerine, sorbyl alcohol, the tetramethylolmethane are composite.
Further; Described high temperature resistant inhibitor comprises 2; 6-ditertbutylparacresol, 4; 4-two uncle's octyl group-pentanoic, tetramethylene β-propionic acid pentaerythritol ester, 2-(2 '-hydroxyl-3 ', 5 '-di-t-butyl) in phenyl-5 chlorinated benzotriazole, carbodiimide one or more are composite.
Further, said solvent comprises N, composite or two or more composite of in dinethylformamide, butanone, acetone, pimelinketone, vinyl acetic monomer, methylcarbonate, ritalin, N-BUTYL ACETATE, toluene, the YLENE two kinds.
Further, described polyester polyol comprises the polyethylene glycol adipate glycol, gathers hexanodioic acid glycol ether esterdiol, gathers hexanodioic acid-1,4 butanediol ester glycol, polycarbonate diol or polycaprolactone glycol; Said polyether glycol comprises polyoxypropyleneglycol, polyoxytrimethylene triol, polytetrahydrofuran diol or THF-propylene oxide copolymerization glycol.
During use, with the prepared slurry of the present invention be that end capped polyisocyanate curing agent mixes and obtains dual-component polyurethane adhesive with-NCO.
Characteristics such as compared with present technology the present invention has anti-xanthochromia, bond properties is good, and production cost is low.
Embodiment
Below in conjunction with embodiment and reference examples essence of the present invention and characteristic are described, institute gives an actual example and only is used to explain the present invention, is not to be used to limit scope of the present invention.
Embodiment 1: the 200g N is put in the reaction vessel; And then be that 2000 polyoxypropyleneglycol is put in the reaction vessel, started the whisking appliance of reaction vessel with the 100g molecular weight; And then the mixture 40g of tolylene diisocyanate and isophorone diisocyanate dropped into, under protection of nitrogen gas, be warming up to about 60 ℃, add 1~2 of organic Bi catalyzer (about 0.5~1 gram) reaction 2h; Adding chainextender terepthaloyl moietie 10g then is warming up under 70 ℃~85 ℃ again under protection of nitrogen gas; Reaction 3h obtains base polyurethane prepolymer for use as, adds N adjustment solid content to 30% ± 1 about 150 grams, and performed polymer is cooled to about 60 ℃; In this base polyurethane prepolymer for use as, add the high temperature resistant inhibitor of 0.75g, cooling discharge behind stirring 10~20min.
Embodiment 2. puts into the 200g N in the reaction vessel; And then be that 1500 polyester glycol is put in the reaction vessel, started the whisking appliance of reaction vessel with the 100g molecular weight; And then the mixture 35g of tolylene diisocyanate and hexamethylene diisocyanate dropped into, under protection of nitrogen gas, be warming up to about 60 ℃, add 1~2 of organic Bi catalyzer (about 0.5~1 gram) reaction 2h; Adding chainextender 1.4-butyleneglycol 13.06g then is warming up under 70 ℃~85 ℃ again under protection of nitrogen gas; Reaction 3h obtains base polyurethane prepolymer for use as, adds N adjustment solid content to 30% ± 1 about 145.5 grams, and performed polymer is cooled to about 60 ℃; In this base polyurethane prepolymer for use as, add the high temperature resistant inhibitor of 0.75g, cooling discharge behind stirring 10~20min.
Embodiment 3. puts into the 200g N in the reaction vessel; And then be that 1500 polyester glycol is put in the reaction vessel, started the whisking appliance of reaction vessel with the 100g molecular weight; And then the mixture 35g of tolylene diisocyanate and hexamethylene diisocyanate dropped into, under protection of nitrogen gas, be warming up to about 60 ℃, add 1~2 of organic Bi catalyzer (about 0.5~1 gram) reaction 2h; Adding chainextender terepthaloyl moietie 9g then is warming up under 70 ℃~85 ℃ again under protection of nitrogen gas; Reaction 3h obtains base polyurethane prepolymer for use as, adds N adjustment solid content to 30% ± 1 about 136 grams, and performed polymer is cooled to about 60 ℃; In this base polyurethane prepolymer for use as, add the high temperature resistant inhibitor of 0.75g, cooling discharge behind stirring 10~20min.
Embodiment 4. puts into the 200g N in the reaction vessel; And then be that 1000 polyoxypropyleneglycol is put in the reaction vessel, started the whisking appliance of reaction vessel with the 100g molecular weight, and then with ditan-4,4 '-mixture of vulcabond and hexamethylene diisocyanate drops into 36.37g; Under protection of nitrogen gas, be warming up to about 60 ℃; Add 1~2 of organic Bi catalyzer (about 0.5~1 gram) reaction 2h, add chainextender terepthaloyl moietie 5g then and under protection of nitrogen gas, be warming up under 70 ℃~85 ℃ again, reaction 3h obtains base polyurethane prepolymer for use as; Add N adjustment solid content to 30% ± 1 about 130 grams; Performed polymer is cooled to about 60 ℃, in this base polyurethane prepolymer for use as, adds the high temperature resistant inhibitor of 0.75g, cooling discharge behind stirring 10~20min.
Embodiment 5. puts into the 200g N in the reaction vessel; And then be that 3000 polyester glycol is put in the reaction vessel, started the whisking appliance of reaction vessel with the 100g molecular weight, and then with ditan-4,4 '-mixture of vulcabond and isophorone diisocyanate drops into 30g; Under protection of nitrogen gas, be warming up to about 60 ℃; Add 1~2 of organic Bi catalyzer (about 0.5~1 gram) reaction 2h, add chainextender terepthaloyl moietie 10.38g then and under protection of nitrogen gas, be warming up under 70 ℃~85 ℃ again, reaction 3h obtains base polyurethane prepolymer for use as; Add N adjustment solid content to 30% ± 1 about 128 grams; Performed polymer is cooled to about 60 ℃, in this base polyurethane prepolymer for use as, adds the high temperature resistant inhibitor of 0.75g, cooling discharge behind stirring 10~20min.
The above is merely part embodiment of the present invention, and is in order to restriction the present invention, not all within spirit of the present invention and principle, any modification of being done, is equal to replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (7)
1. the preparation method of the anti-yellow stain polyurethane tackiness agent of a high temperature slurry is characterized in that may further comprise the steps:
In conversion unit, at first add solvent; And then add two or more dissimilar POLYMETHYLENE POLYPHENYLISOCYANATE and oligomer polyol, and under protection of nitrogen gas, be warming up to 55~65 ℃, add organo-bismuth class catalyst reaction 1~3h; Adding chainextender then is warming up under 70 ℃~85 ℃ again under protection of nitrogen gas; Reaction 2~3h obtains base polyurethane prepolymer for use as, adds the solid content that solvent adjustment performed polymer reaches expection; Simultaneously performed polymer is cooled to 55~65 ℃ and in this base polyurethane prepolymer for use as, add and account for base polyurethane prepolymer for use as total amount 0.5% high temperature resistant inhibitor, stirs discharging behind 10~20min; Wherein the mass ratio of solvent, POLYMETHYLENE POLYPHENYLISOCYANATE, oligomer polyol, chainextender and organo-bismuth class catalyzer is: 200~500: 30~40: 100: 5~15: 0.01~0.02.
2. the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature according to claim 1 slurry; It is characterized in that described POLYMETHYLENE POLYPHENYLISOCYANATE comprises tolylene diisocyanate, ditan-4; 4 '-vulcabond, hexamethylene diisocyanate, isophorone diisocyanate, Methylcyclohexyl diisocyanate, naphthalene-1; 5-vulcabond, two cyclohexyl methane diisocyanates, the many vulcabond of polymethylene polyphenyl, liquefaction ditan-4,4 '-in the vulcabond, tetramethylxylylene diisocyanate one or more are composite.
3. the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature according to claim 1 slurry is characterized in that described oligomer polyol comprises polyester polyol or polyether glycol.
4. the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature according to claim 1 slurry; It is characterized in that described chainextender comprises terepthaloyl moietie, glycol ether, 1; 4-butyleneglycol, 1; 3-butyleneglycol, 1, one or more in 6-pinakon, NSC 6366, TriMethylolPropane(TMP), glycerine, sorbyl alcohol, the tetramethylolmethane are composite.
5. the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature according to claim 1 slurry; It is characterized in that described high temperature resistant inhibitor comprises 2; 6-ditertbutylparacresol, 4; 4-two uncle's octyl group-pentanoic, tetramethylene β-propionic acid pentaerythritol ester, 2-(2 '-hydroxyl-3 ', 5 '-di-t-butyl) in phenyl-5 chlorinated benzotriazole, carbodiimide one or more are composite.
6. the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature according to claim 1 slurry; It is characterized in that said solvent comprises N, composite or two or more composite of in dinethylformamide, butanone, acetone, pimelinketone, vinyl acetic monomer, methylcarbonate, ritalin, N-BUTYL ACETATE, toluene, the YLENE two kinds.
7. the preparation method of the anti-yellow stain polyurethane tackiness agent of a kind of high temperature according to claim 3 slurry; It is characterized in that described polyester polyol comprises the polyethylene glycol adipate glycol, gathers hexanodioic acid glycol ether esterdiol, gathers hexanodioic acid-1,4 butanediol ester glycol, polycarbonate diol or polycaprolactone glycol; Said polyether glycol comprises polyoxypropyleneglycol, polyoxytrimethylene triol, polytetrahydrofuran diol or THF-propylene oxide copolymerization glycol.
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CN104232004A (en) * | 2014-09-26 | 2014-12-24 | 南京汇鑫光电材料有限公司 | Polyurethane pressure-sensitive adhesive composition and preparation method and application thereof |
CN104830264A (en) * | 2015-05-22 | 2015-08-12 | 佛山市高明恒祥化工树脂有限公司 | Manufacturing method of solvent-type hydrolysis-resistant cold-resistant low-melting-point high-crystallization-speed polyurethane hot-melt adhesive |
CN106700884A (en) * | 2016-12-01 | 2017-05-24 | 迪马新材料科技(苏州)有限公司 | PUR adhesive and preparation method |
CN106832186A (en) * | 2017-01-06 | 2017-06-13 | 陕西科技大学 | One kind mixing diisocyanate type urethane and preparation method thereof |
CN106928422A (en) * | 2017-04-28 | 2017-07-07 | 广东工业大学 | A kind of resisting high-temperature yellowing polyurethane and preparation method thereof |
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CN1453322A (en) * | 2002-04-28 | 2003-11-05 | 林润强 | Solution process of synthesizing polyurethane glue |
CN101914285A (en) * | 2010-09-06 | 2010-12-15 | 中国科学院嘉兴绿色化学工程中心 | Environmental-friendly polyurethane slurry and application |
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Cited By (18)
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CN104232004B (en) * | 2014-09-26 | 2017-05-17 | 南京汇鑫光电材料有限公司 | Polyurethane pressure-sensitive adhesive composition and preparation method and application thereof |
CN104232004A (en) * | 2014-09-26 | 2014-12-24 | 南京汇鑫光电材料有限公司 | Polyurethane pressure-sensitive adhesive composition and preparation method and application thereof |
CN104830264A (en) * | 2015-05-22 | 2015-08-12 | 佛山市高明恒祥化工树脂有限公司 | Manufacturing method of solvent-type hydrolysis-resistant cold-resistant low-melting-point high-crystallization-speed polyurethane hot-melt adhesive |
CN106700884A (en) * | 2016-12-01 | 2017-05-24 | 迪马新材料科技(苏州)有限公司 | PUR adhesive and preparation method |
CN106832186A (en) * | 2017-01-06 | 2017-06-13 | 陕西科技大学 | One kind mixing diisocyanate type urethane and preparation method thereof |
CN106928422A (en) * | 2017-04-28 | 2017-07-07 | 广东工业大学 | A kind of resisting high-temperature yellowing polyurethane and preparation method thereof |
CN107189029B (en) * | 2017-06-09 | 2019-10-18 | 肇庆市华莱特复合新型材料有限公司 | A kind of Weak solvent system PU resin and preparation method thereof |
CN107189029A (en) * | 2017-06-09 | 2017-09-22 | 肇庆市华莱特复合新型材料有限公司 | A kind of Weak solvent system PU resins and preparation method thereof |
CN107718812A (en) * | 2017-08-24 | 2018-02-23 | 浙江米欧制带股份有限公司 | Polyurethane foodweb and its manufacture method |
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CN109628051B (en) * | 2018-12-26 | 2021-05-07 | 山东一诺威聚氨酯股份有限公司 | High-temperature-resistant three-component polyurethane adhesive and preparation method thereof |
CN110951038A (en) * | 2019-05-14 | 2020-04-03 | 天津科技大学 | Novel polyurethane film and preparation thereof |
CN110951038B (en) * | 2019-05-14 | 2022-02-08 | 天津科技大学 | Novel polyurethane film and preparation thereof |
CN111019161A (en) * | 2019-12-31 | 2020-04-17 | 广东绿洲化工有限公司 | Preparation method of polyurethane powder |
CN111172806A (en) * | 2020-01-17 | 2020-05-19 | 成都迪泰化工有限公司 | Anti-yellowing UPE transparent primer, preparation method and application thereof in paper paint spraying |
CN112831306A (en) * | 2021-01-27 | 2021-05-25 | 南宝树脂(佛山)有限公司 | Anti-yellowing aqueous adhesive and preparation method and application thereof |
CN116042076A (en) * | 2023-01-18 | 2023-05-02 | 南京科工煤炭科学技术研究有限公司 | Low-thermal-resistance quick-setting roadway spraying foaming sealing material and preparation method thereof |
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