CN102634318B - Low-temperature-resisting solvent type polyurethane bonding agent and preparation method thereof - Google Patents
Low-temperature-resisting solvent type polyurethane bonding agent and preparation method thereof Download PDFInfo
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- CN102634318B CN102634318B CN 201210131256 CN201210131256A CN102634318B CN 102634318 B CN102634318 B CN 102634318B CN 201210131256 CN201210131256 CN 201210131256 CN 201210131256 A CN201210131256 A CN 201210131256A CN 102634318 B CN102634318 B CN 102634318B
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Abstract
The invention relates to a low-temperature-resisting solvent type polyurethane bonding agent and a preparation method of the low-temperature-resisting solvent type polyurethane bonding agent. The bonding agent comprises the following raw materials: 2%- 10% of isocyanate, 25%-65% of a polyatomic alcohol compound, 0.1%-1% of a small molecule alcohol chain extender,0.01%-0.2% of an organotin catalyst,0.2%-0.5% of an assistant, 0.5%-2% of a coupling agent,0.03%-1% of a termination agent and 30%-70% of a solvent; and the polyatomic alcohol compound is the combination of 1-2 kinds of polyester polyol and 1-2 kinds of polyether glycol which are 1 to (0.05-0.5) according to weight percent. With the adoption of the low-temperature-resisting solvent type polyurethane bonding agent and the preparation method provided by the invention, the defect of contradiction between the bonding strength and low temperature resistance property of the existing polyurethane bonding agent is solved; when being used as a coating adhesive, the low-temperature-resisting solvent type polyurethane bonding agent has the advantages of low-temperature softness, high mechanical strength and the like.
Description
Technical field
the present invention relates to a kind of solvent borne polyurethane tackiness agent and preparation method thereof.
Background technology
polyurethane binder has good resistance to low temperature, water tolerance, oil-proofness and snappiness, has higher cohesive strength simultaneously, is widely used in the industries such as synthetic leather, laminated film, shoemaking.The performance of polyurethane binder depends on polyvalent alcohol that it is used and structure and the performance of isocyanic ester.Adopt the prepared polyurethane binder of polyether polyol to there is lower second-order transition temperature, snappiness and anti-hydrolytic performance, but its physical strength is low; The polyurethane binder that adopts polyester polyol to prepare has higher physical strength and oil-proofness, but its anti-hydrolytic performance is poor, and under low temperature, hardness is large, is difficult to the satisfying the market requirement.Therefore, prepare polyurethane binder that a kind of low temperature softness and physical strength are high significant.
Summary of the invention
technical problem to be solved by this invention is to overcome the deficiencies in the prior art, and the low temperature resistant solvent borne polyurethane tackiness agent that a kind of low temperature softness and physical strength are high is provided.
the present invention also will provide a kind of preparation method of low temperature resistant solvent borne polyurethane tackiness agent simultaneously, and the low-temperature pliability of low temperature resistant solvent borne polyurethane tackiness agent prepared therefrom is good and physical strength is high.
for solving the problems of the technologies described above, a kind of technical scheme that the present invention takes is:
a kind of low temperature resistant solvent borne polyurethane tackiness agent, percentage composition meter by weight, its raw material is composed as follows: 2% ~ 10% isocyanic ester, 25% ~ 65% polyol compound, 0.1% ~ 1% small molecular alcohol chainextender, 0.01% ~ 0.2% organic tin catalyzer, 0.2% ~ 0.5% auxiliary agent, 0.5% ~ 2% coupling agent, 0.03% ~ 1% terminator and 30% ~ 70% solvent, described polyol compound is polyester polyol and 1 ~ 2 kind of polyether glycol combination that 1:0.05 ~ 0.5 forms by weight ratio that number-average molecular weight is 1000 ~ 2000 that 1 ~ 2 kind of number-average molecular weight is 1000 ~ 6000, wherein, described polyether glycol is polyoxyethylene glycol, polypropylene oxide glycol or PTMG, described polyester polyol is hexanodioic acid and is selected from ethylene glycol, glycol ether, butyleneglycol, neopentyl glycol, one or both alcohol reactions in hexylene glycol and decanediol obtain.
according to further embodiment of the present invention:
it is 0.90 ~ 0.99:1 with the ratio of the mole number of hydroxyl that the charging capacity of isocyanic ester and polyol compound meets isocyanate group.
isocyanic ester can be for being selected from 4,4 '-'-diphenylmethane diisocyanate, 2,4 '-'-diphenylmethane diisocyanate, 2, the 4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 1, the 5-naphthalene diisocyanate, one or both in an xylylene isocyanic ester and 1,3-dimethyl isocyanic ester hexanaphthene.
the small molecular alcohol chainextender can be for being selected from ethylene glycol, 1, ammediol, dihydroxymethyl ethane, 1,4-butyleneglycol, 2,2-dimethyl propylene glycol, glycol ether, 1,5-pentanediol, 3-methyl isophthalic acid, 5-pentanediol, 1, the combination of one or more in 6-hexylene glycol, TriMethylolPropane(TMP), tetramethylolmethane and sorbyl alcohol.
terminator can be ethylene glycol, 1,2-PD or 1,3 butylene glycol.
coupling agent is preferably and is selected from a kind of in silane coupling agent and titanate coupling agent.
solvent is preferably at least two kinds that are selected from DMF (DMF), toluene, ethyl acetate, butanone and ethylene dichloride.
described auxiliary agent comprises antioxidant and stopper.In a concrete embodiment, auxiliary agent consists of antioxidant 98wt% ~ 99wt% and stopper 1wt% ~ 2wt%.
according to the present invention, the commercially available acquisition of polyester polyol, or prepare by means commonly known in the art.Concrete polyester polyol has such as poly-adipate glycol glycol ether esterdiol, poly-adipate glycol-BDO esterdiol etc.Polyester polyol for example can prepare by method described below: adopt the high temperature nitrogen evaporation, drop into diprotic acid and the dibasic alcohol measured in reactor, pass into the nitrogen excluding air.Stir and be warming up to 140 ℃ under nitrogen protection, then progressively be warming up to 160 ℃, insulation 2hr.Then temperature is risen to 240 ℃, insulation sampling analysis are until meet the requirements of hydroxyl value and acid number, cooling discharge.
the another technical scheme that the present invention takes is: a kind of preparation method of above-mentioned low temperature resistant solvent borne polyurethane tackiness agent, it is implemented as follows: to the polyol compound and the small molecular alcohol chainextender that add formula ratio in reactor, the solvent of 45% ~ 55% formula ratio, the auxiliary agent of formula ratio, the isocyanic ester that adds formula ratio stir 30min ~ 60min under 40 ~ 50 ℃ after, the organic tin catalyzer that adds formula ratio after stirring, being warming up to 80 ℃ ~ 90 ℃ is reacted, carrying out with reaction, viscosity increases, when viscosity reaches prescribed value, drop into terminator and the remaining solvent of formula ratio, termination reaction, continue to stir until stable viscosity, the coupling agent that adds formula ratio, continue to stir 30 ~ 60min, the discharging packing.
according to the present invention, the difference that the prescribed value of above-mentioned viscosity needs according to concrete application changes.Generally speaking, viscosity is controlled between 30,000 ~ 120,000cPs/25 ℃.
due to the enforcement of above technical scheme, the present invention compared with prior art has following advantage:
the present invention is used in combination with specific polyester polyol and specific polyether glycol the pure composition that comes from different backgrounds and possess different abilities in specific proportions, has solved conflicting deficiency between the existing cohesive strength of existing polyurethane binder and resistance to low temperature.Tackiness agent of the present invention is used as coating adhesive, has the low temperature softness, and the physical strength advantages of higher is suitable for and does fabric coating primer, the use of synthetic leather bonding coat.
the preparation method of polyurethane adhesive of the present invention, technique is simple, and cost is low.
embodiment
below in conjunction with specific embodiment, the present invention will be further described in detail, but the invention is not restricted to following examples.
embodiment 1
composition of raw materials according to the solvent borne polyurethane tackiness agent of the present embodiment is as follows: 500 kg PTMG 2000 (PTMG 2000, Mitsubishi Chemical); 1200kg gathers adipate glycol-BDO esterdiol (number-average molecular weight 2000, self-control); 160.3kg 2,4 toluene diisocyanate and 2,6-tolylene diisocyanate (TDI-80/20); 7.6kg BDO; 3.0kg oxidation inhibitor (BHT); 0.17 kg phosphoric acid; 3.1kg TriMethylolPropane(TMP); 3.0kg 1,2-PD; 0.6kg organotin catalysts (T-12); 5.0kg silane coupling agent (KH-560); 550kg toluene; The 550kg ethyl acetate.
prepared by the solvent borne polyurethane tackiness agent: drop into successively the PTMG 2000 measured, poly-adipate glycol-1 as follows in reactor, 4-butanediol ester glycol, TriMethylolPropane(TMP), 1,4-butyleneglycol, phosphoric acid, antioxidant BHT and toluene, add TDI-80/20 stir 40min under 40 ~ 50 ℃ after, add organotin catalysts T-12 after continuing to stir 30min, be warming up to 90 ℃ and reacted.With the carrying out of reaction, viscosity increases, and when Gardner's bubble viscosity of system reaches T, drops into 1,3 butylene glycol and ethyl acetate termination reaction, continues to stir 1 hour until stable viscosity adds silane coupling agent KH-560, continues to stir 40min, the discharging packing.
embodiment 2
composition of raw materials according to the solvent borne polyurethane tackiness agent of the present embodiment is as follows: 600 kg gather adipate glycol glycol ether esterdiol (number-average molecular weight 2000, Mitsubishi Chemical); 300kg polypropylene oxide glycol (number-average molecular weight 2000, Gaoqiao Petrochemical Company); 1000kg gathers adipate glycol-BDO esterdiol (number-average molecular weight 2000, self-control); 265 kg 4,4 '-'-diphenylmethane diisocyanate (MDI); 5.2 kg 2,2-dimethyl-1,3 propylene glycol; 3.0kg oxidation inhibitor (BHT); 0.17 kg phosphoric acid; 5.0 kg TriMethylolPropane(TMP); 6.0kg ethylene glycol; 0.2 kg catalyzer (T-9); 10.0kg titanate coupling agent (102); 1000kg toluene; The 4000kg butanone.
prepared by the solvent borne polyurethane tackiness agent: drop into successively the poly-adipate glycol glycol ether ester measured, poly-adipate glycol-1 as follows in reactor, 4-butanediol ester glycol, 2,2-dimethyl-1,3 propylene glycol, TriMethylolPropane(TMP), phosphoric acid, antioxidant BHT and toluene, stir 40min under 40 ~ 50 ℃, then drop into MDI, control temperature and reacted at 75 ~ 80 ℃.Along with the carrying out of reaction, system viscosity increases, and minute three equivalent add the dilution of 3000kg butanone.When Gardner's bubble viscosity of system reaches X, add ethylene glycol and residue 1000kg butanone termination reaction, continue to stir until system viscosity is stable, add titanate coupling agent 102, continue to stir 40min, the discharging packing.
embodiment 3
composition of raw materials according to the solvent borne polyurethane tackiness agent of the present embodiment is as follows: 600 kg PTMG 2000 (PTMG 2000, Mitsubishi Chemical); 1200 kg gather adipate glycol-BDO esterdiol (number-average molecular weight 2000, self-control); 119.6 kg 2,4 toluene diisocyanate and 2,6-tolylene diisocyanate (TDI-80/20); 3.0 kg BDO; 2.1 kg sorbyl alcohol; 3.0kg oxidation inhibitor (BHT); 0.15 kg phosphoric acid; 3.2 kg 1,3 butylene glycol; 0.3 kg organotin catalysts (T-12); 3.0kg silane coupling agent (KH-560); 400kg toluene; The 500kg DMF.
prepared by the solvent borne polyurethane tackiness agent: drop into successively the PTMG 2000 measured, poly-adipate glycol-1 as follows in reactor, 4-butanediol ester glycol, sorbyl alcohol, 1,4-butyleneglycol, phosphoric acid, antioxidant BHT and toluene, add TDI-80/20 stir 40min under 40 ~ 50 ℃ after, stir 30min, add organotin catalysts T-12, be warming up to 80 ℃ and reacted.With the carrying out of reaction, viscosity increases, when Gardner's bubble viscosity of system reaches V, drop into 1,3 butylene glycol and dimethyl formamide termination reaction, continue to stir 1 hour until stable viscosity, add silane coupling agent KH-560, continue to stir 40min, the discharging packing.
for verifying low temperature resistant solvent borne polyurethane tackiness agent of the present invention, above-mentioned prepared resin is prepared into to glue according to the following formulation.
resin 100
solidifying agent 6.0
promotor 2.0
toluene 30
above-mentioned glue is applied base cloth woven fabrics such as (taffeta/Nylon Taffeta/spring Asia) spinning, and coating thickness is 0.5mm, solidifies 10min under 150 ~ 160 ° of C.
carry out the test of wash durability and resistance to low temperature according to general testing method, the washing testing method is specially: adopt the washing machine washing, temperature 45 C, time 15min, wash rear 100 ℃ of oven dry, with metal blunt scratch coating, observe whether scratch and disbonding are arranged.The resistance to low temperature testing method is: sample is inserted in cryostat, and the feel of test sample at each temperature, to determine its minimum use temperature.Sample is hardening at low temperatures, while rubbing, has sound to send.Minimum temperature when test sample can keep soft feel and not rub sound.
test result shows, the wash durability of the leather of taking the tackiness agent of three embodiment to prepare reaches more than 5 times, under-15 ° of C ~-10 ° C, still has snappiness preferably.
above the present invention is described in detail; its purpose is to allow the personage who is familiar with this art can understand content of the present invention and be implemented; can not limit the scope of the invention with this; the equivalence that all spirit according to the present invention are done changes or modifies, and all should be encompassed in protection scope of the present invention.
Claims (8)
1. a low temperature resistant solvent borne polyurethane tackiness agent, it is characterized in that: percentage composition meter by weight, the raw material of described low temperature resistant solvent borne polyurethane tackiness agent is composed as follows: 2%～10% isocyanic ester, 25%～65% polyol compound, 0.1%～1% small molecular alcohol chainextender, 0.01%～0.2% organic tin catalyzer, 0.2%～0.5% auxiliary agent, 0.5%～2% coupling agent, 0.03%～1% terminator and 30%～70% solvent, described polyol compound is the polyether glycol combination that 1:0.05～0.5 forms by weight ratio that 1～2 kind of number-average molecular weight polyester polyol that is 1000～6000 and number-average molecular weight are 1000～2000, wherein, described polyether glycol is PTMG, described polyester polyol is hexanodioic acid and is selected from ethylene glycol, glycol ether, butyleneglycol, neopentyl glycol, two kinds of alcohol reactions in hexylene glycol and decanediol obtain, described auxiliary agent consists of antioxidant 98wt%～99wt% and stopper 1wt%～2wt%, described low temperature resistant solvent borne polyurethane tackiness agent prepares by the following method: to the described polyol compound and the small molecular alcohol chainextender that add formula ratio in reactor, the solvent of 45%～55% formula ratio, the auxiliary agent of formula ratio, the isocyanic ester that adds formula ratio stir 30min～60min under 40～50 ℃ after, the organic tin catalyzer that adds formula ratio after stirring, being warming up to 80 ℃～90 ℃ is reacted, carrying out with reaction, viscosity increases, when viscosity reaches 30, 000～120, in the time of 000cps/25 ℃, drop into terminator and the remaining solvent of formula ratio, termination reaction, continue to stir until stable viscosity, the coupling agent that adds formula ratio, continue to stir 30～60min, the discharging packing.
2. low temperature resistant solvent borne polyurethane tackiness agent according to claim 1 is characterized in that: it is 0.90～0.99:1 with the ratio of the mole number of hydroxyl that the charging capacity of described isocyanic ester and described polyol compound meets isocyanate group.
3. low temperature resistant solvent borne polyurethane tackiness agent according to claim 1, it is characterized in that: described isocyanic ester is for being selected from 4,4 '-'-diphenylmethane diisocyanate, 2,4 '-'-diphenylmethane diisocyanate, 2,4 toluene diisocyanate, 2, the 6-tolylene diisocyanate, 1,5-naphthalene diisocyanate, between one or both in xylylene isocyanic ester and 1,3-dimethyl isocyanic ester hexanaphthene.
4. low temperature resistant solvent borne polyurethane tackiness agent according to claim 1, it is characterized in that: described small molecular alcohol chainextender is for being selected from ethylene glycol, 1, ammediol, dihydroxymethyl ethane, 1,4-butyleneglycol, 2,2-dimethyl propylene glycol, glycol ether, 1,5-PD, 3-methyl isophthalic acid, 5-pentanediol, 1, the combination of one or more in 6-hexylene glycol, TriMethylolPropane(TMP), tetramethylolmethane and sorbyl alcohol.
5. low temperature resistant solvent borne polyurethane tackiness agent according to claim 1, it is characterized in that: described terminator is ethylene glycol, 1,2-PD or 1,3 butylene glycol.
6. low temperature resistant solvent borne polyurethane tackiness agent according to claim 1 is characterized in that: described coupling agent is to be selected from a kind of in silane coupling agent and titanate coupling agent.
7. low temperature resistant solvent borne polyurethane tackiness agent according to claim 1, it is characterized in that: described solvent is at least two kinds that are selected from DMF, toluene, ethyl acetate, butanone and ethylene dichloride.
8. the preparation method of the described low temperature resistant solvent borne polyurethane tackiness agent of any one claim in a claim 1 to 7, it is characterized in that: described method is implemented as follows: to the described polyol compound and the small molecular alcohol chainextender that add formula ratio in reactor, the solvent of 45%～55% formula ratio, the auxiliary agent of formula ratio, the isocyanic ester that adds formula ratio stir 30min～60min under 40～50 ℃ after, the organotin that adds formula ratio after stirring, the class catalyzer, being warming up to 80 ℃～90 ℃ is reacted, carrying out with reaction, viscosity increases, when viscosity reaches 30, 000～120, in the time of 000cps/25 ℃, drop into terminator and the remaining solvent of formula ratio, termination reaction, continue to stir until stable viscosity, the coupling agent that adds formula ratio, continue to stir 30～60min, the discharging packing.
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| CN113699804B (en) * | 2021-09-22 | 2023-09-15 | 安徽安利材料科技股份有限公司 | Polyurethane synthetic leather for football shoes and preparation method thereof |
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