CN106995521A - A kind of waterborne polyurethane resin - Google Patents
A kind of waterborne polyurethane resin Download PDFInfo
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- CN106995521A CN106995521A CN201710329694.7A CN201710329694A CN106995521A CN 106995521 A CN106995521 A CN 106995521A CN 201710329694 A CN201710329694 A CN 201710329694A CN 106995521 A CN106995521 A CN 106995521A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6625—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/34
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The present invention relates to a kind of waterborne polyurethane resin, according to the mass fraction, specifically it is made by following component：30 50 parts of polyester diol, 20 35 parts of PEPA, 20 40 parts of polyisocyanates, 8 12 parts of dihydromethyl propionic acid, 1,628 parts of hexylene glycols, 4 10 parts of Isosorbide-5-Nitrae butanediol, 8 15 parts of chain extender, 0.04 0.08 parts of catalyst, 4 13 parts of salt agent, 20 35 parts of methyl acetate, 10 15 parts of cosolvent, 300 400 parts of deionized water.A kind of waterborne polyurethane resin provided by experiment, the present invention, by changing the composition proportion of raw material, enables product to obtain outstanding resistance to toluene and alcohol resistance, i.e., the present invention has outstanding stain resistance.
Description
Technical field
The invention belongs to high-molecular compound technical field, and in particular to a kind of waterborne polyurethane resin.
Background technology
Polyurethane (PU) refers to the abbreviation of the high polymer polyurethanes containing a large amount of carbamate groups on main chain.
Because it shows excellent physical and chemical performance, synthetic leather, artificial leather industry have been widely used in, has been a kind of multifunctional polymeric
Thing material.Use for synthetic leather polyurethane resin is divided into oiliness polyurethane resin and waterborne polyurethane resin, wherein aqueous polyurethane tree
Fat is to be dispersed in water high polymer polyurethanes and be made.In current synthetic leather enterprise, more than 95% still makes
With oiliness polyurethane resin producer fabricate-leather, synthetic leather, only less than 5% enterprise in small-scale use aqueous polyurethane tree
Fat manufactures synthetic leather.
In the prior art, the synthetic leather that common aqueous polyurethane is made, which has many shortcomings, to be needed to overcome.Due to aqueous
Polyurethane resin has good hydrophilicity, and the aqueous ecological synthetic leather anti-hydrolytic performance of making is poor, ethanol-tolerant, toluene, urine
The poor performance of the chemical substances such as liquid, i.e. anti-soil bear dirty poor performance.
The content of the invention
Instant invention overcomes shortcoming of the prior art, there is provided a kind of waterborne polyurethane resin.
In order to solve the above-mentioned technical problem, the present invention is achieved by the following technical solutions：
A kind of waterborne polyurethane resin, according to the mass fraction, is specifically made by following component：30-50 parts of polyester diol,
20-35 parts of PEPA, 20-40 parts of polyisocyanates, 8-12 parts of dihydromethyl propionic acid, 2-8 parts of 1,6 hexylene glycol, Isosorbide-5-Nitrae fourth two
4-10 parts of alcohol, 8-15 parts of chain extender, 0.04-0.08 parts of catalyst, 4-13 parts of salt agent, 20-35 parts of methyl acetate, cosolvent 10-
15 parts, 300-400 parts of deionized water；
Further, the polyester diol, is pressed by polytetrahydrofuran diol, PCDL, polycaprolactone glycol
Mass ratio 4-15:2-8:It is made after 1-7 mixing；
Further, the PEPA, by butanediol, ethanedioic acid 14-18 in molar ratio：It is made after 3-7 polymerizations；
Further, the polyisocyanates, by IPDI, the isocyanic acid of hydrogenated diphenyl methane two
Ester, dimethylenebenzene diisocyanate, 1,6- hexamethylene diisocyanates 25-35 in mass ratio:5-8:1-6:11-16 is mixed
It is made after conjunction；
Further, the chain extender, by dihydromethyl propionic acid, dihydroxy half ester 1-7 in mass ratio:After 15-30 mixing
It is made；
Further, the catalyst, by dibutyl tin laurate, stannous octoate 8-12 in mass ratio:After 1-4 mixing
It is made；
Further, the salt agent, by triethylamine, acetic acid 25-30 in mass ratio:It is made after 7-13 mixing；
Further, the cosolvent, by ethyl acetate, amyl acetate, isoamyl acetate 15-25 in mass ratio:4-9:
It is made after 1-5 mixing.
Compared with prior art, the beneficial effects of the invention are as follows：
A kind of waterborne polyurethane resin provided by experiment, the present invention, by changing the composition proportion of raw material, makes production
Product obtain outstanding resistance to toluene and alcohol resistance energy, i.e., the present invention has outstanding stain resistance；And what prior art was provided
Waterborne polyurethane resin is to the absorptivity of toluene and alcohol far above the present invention, and stain resistance is very poor.
Embodiment
The preferred embodiments of the present invention are illustrated below, it will be appreciated that preferred embodiment described herein is only used
In the description and interpretation present invention, it is not intended to limit the present invention.
Embodiment 1
A kind of waterborne polyurethane resin, according to the mass fraction, is specifically made by following component：It is 30 parts of polyester diol, poly-
20 parts of ester polyol, 20 parts of polyisocyanates, 8 parts of dihydromethyl propionic acid, 2 parts of 1,6 hexylene glycol, 4 parts of Isosorbide-5-Nitrae butanediol, chain extender 8
Part, 0.04 part of catalyst, 4 parts of salt agent, 20 parts of methyl acetate, 10 parts of cosolvent, 300 parts of deionized water；
Further, the polyester diol, is pressed by polytetrahydrofuran diol, PCDL, polycaprolactone glycol
Mass ratio 4:2:It is made after 1 mixing；
Further, the PEPA, by butanediol, ethanedioic acid in molar ratio 14：It is made after 3 polymerizations；
Further, the polyisocyanates, by IPDI, the isocyanic acid of hydrogenated diphenyl methane two
Ester, dimethylenebenzene diisocyanate, 1,6- hexamethylene diisocyanates in mass ratio 25:5:1:It is made after 11 mixing；
Further, the chain extender, by dihydromethyl propionic acid, dihydroxy half ester in mass ratio 1:It is made after 15 mixing；
Further, the catalyst, by dibutyl tin laurate, stannous octoate in mass ratio 8:It is made after 1 mixing；
Further, the salt agent, by triethylamine, acetic acid in mass ratio 25:It is made after 7 mixing；
Further, the cosolvent, by ethyl acetate, amyl acetate, isoamyl acetate in mass ratio 15:4:1 mixing
After be made.
Embodiment 2
A kind of waterborne polyurethane resin, according to the mass fraction, is specifically made by following component：It is 50 parts of polyester diol, poly-
35 parts of ester polyol, 40 parts of polyisocyanates, 12 parts of dihydromethyl propionic acid, 8 parts of 1,6 hexylene glycol, 10 parts of Isosorbide-5-Nitrae butanediol, chain extension
15 parts of agent, 0.08 part of catalyst, 13 parts of salt agent, 35 parts of methyl acetate, 15 parts of cosolvent, 400 parts of deionized water；
Further, the polyester diol, is pressed by polytetrahydrofuran diol, PCDL, polycaprolactone glycol
Mass ratio 15:8:It is made after 7 mixing；
Further, the PEPA, by butanediol, ethanedioic acid in molar ratio 18：It is made after 7 polymerizations；
Further, the polyisocyanates, by IPDI, the isocyanic acid of hydrogenated diphenyl methane two
Ester, dimethylenebenzene diisocyanate, 1,6- hexamethylene diisocyanates in mass ratio 35:8:6:It is made after 16 mixing；
Further, the chain extender, by dihydromethyl propionic acid, dihydroxy half ester in mass ratio 7:It is made after 30 mixing；
Further, the catalyst, by dibutyl tin laurate, stannous octoate in mass ratio 12:Made after 1 mixing
；
Further, the salt agent, by triethylamine, acetic acid in mass ratio 30:It is made after 13 mixing；
Further, the cosolvent, by ethyl acetate, amyl acetate, isoamyl acetate in mass ratio 25:9:5 mixing
After be made.
Embodiment 3
A kind of waterborne polyurethane resin, according to the mass fraction, is specifically made by following component：It is 40 parts of polyester diol, poly-
30 parts of ester polyol, 30 parts of polyisocyanates, 10 parts of dihydromethyl propionic acid, 5 parts of 1,6 hexylene glycol, 7 parts of Isosorbide-5-Nitrae butanediol, chain extender
12 parts, 0.06 part of catalyst, 8 parts of salt agent, 30 parts of methyl acetate, 13 parts of cosolvent, 350 parts of deionized water；
Further, the polyester diol, is pressed by polytetrahydrofuran diol, PCDL, polycaprolactone glycol
Mass ratio 10:5:It is made after 3 mixing；
Further, the PEPA, by butanediol, ethanedioic acid in molar ratio 16：It is made after 5 polymerizations；
Further, the polyisocyanates, by IPDI, the isocyanic acid of hydrogenated diphenyl methane two
Ester, dimethylenebenzene diisocyanate, 1,6- hexamethylene diisocyanates in mass ratio 30:6:4:It is made after 15 mixing；
Further, the chain extender, by dihydromethyl propionic acid, dihydroxy half ester in mass ratio 4:It is made after 23 mixing；
Further, the catalyst, by dibutyl tin laurate, stannous octoate in mass ratio 10:Made after 3 mixing
；
Further, the salt agent, by triethylamine, acetic acid in mass ratio 28:It is made after 10 mixing；
Further, the cosolvent, by ethyl acetate, amyl acetate, isoamyl acetate in mass ratio 20:5:3 mixing
After be made.
Embodiment 4
A kind of waterborne polyurethane resin, according to the mass fraction, is specifically made by following component：It is 35 parts of polyester diol, poly-
25 parts of ester polyol, 25 parts of polyisocyanates, 9 parts of dihydromethyl propionic acid, 3 parts of 1,6 hexylene glycol, 6 parts of Isosorbide-5-Nitrae butanediol, chain extender
10 parts, 0.05 part of catalyst, 5 parts of salt agent, 25 parts of methyl acetate, 12 parts of cosolvent, 320 parts of deionized water；
Further, the polyester diol, is pressed by polytetrahydrofuran diol, PCDL, polycaprolactone glycol
Mass ratio 5:3:It is made after 2 mixing；
Further, the PEPA, by butanediol, ethanedioic acid in molar ratio 15：It is made after 4 polymerizations；
Further, the polyisocyanates, by IPDI, the isocyanic acid of hydrogenated diphenyl methane two
Ester, dimethylenebenzene diisocyanate, 1,6- hexamethylene diisocyanates in mass ratio 30:6:2:It is made after 11 mixing；
Further, the chain extender, by dihydromethyl propionic acid, dihydroxy half ester in mass ratio 2:It is made after 25 mixing；
Further, the catalyst, by dibutyl tin laurate, stannous octoate in mass ratio 9:It is made after 2 mixing；
Further, the salt agent, by triethylamine, acetic acid in mass ratio 28:It is made after 8 mixing；
Further, the cosolvent, by ethyl acetate, amyl acetate, isoamyl acetate in mass ratio 20:5:2 mixing
After be made.
Control group
Existing waterborne polyurethane resin.
The antifouling property of above-mentioned 5 kinds of waterborne polyurethane resins is tested respectively, and method of testing is pure for product is separately immersed in
24 hours in toluene and the alcoholic solution that mass fraction is 95%, its absorptivity is calculated, as a result such as table 1：
Table 1
| Toluene absorptivity (%) | Alcohol absorption rate (%) | |
| Embodiment 1 | 6.3 | 5.5 |
| Embodiment 2 | 5.8 | 5.1 |
| Embodiment 3 | 6.0 | 5.4 |
| Embodiment 4 | 6.2 | 5.4 |
| Control group | 18.6 | 16.7 |
As shown in Table 1, a kind of waterborne polyurethane resin that the present invention is provided, by changing the composition proportion of raw material, makes
Product obtains outstanding resistance to toluene and alcohol resistance energy, i.e., the present invention has outstanding stain resistance；And prior art is provided
Waterborne polyurethane resin to the absorptivity of toluene and alcohol far above the present invention, stain resistance is very poor.
Finally it should be noted that：The preferred embodiments of the present invention are these are only, are not intended to limit the invention, although
The present invention is described in detail with reference to embodiment, for those skilled in the art, it still can be to foregoing
Technical scheme described in each embodiment is modified, or to which part technical characteristic carry out equivalent substitution, but it is all
Within the spirit and principles in the present invention, any modification, equivalent substitution and improvements made etc. should be included in the protection of the present invention
Within the scope of.
Claims (9)
1. a kind of waterborne polyurethane resin, it is characterised in that according to the mass fraction, is specifically made by following component：Polyester binary
30-50 parts of alcohol, 20-35 parts of PEPA, 20-40 parts of polyisocyanates, 8-12 parts of dihydromethyl propionic acid, 1,6 hexylene glycol 2-8
Part, 4-10 parts of Isosorbide-5-Nitrae butanediol, 8-15 parts of chain extender, 0.04-0.08 parts of catalyst, 4-13 parts of salt agent, 20-35 parts of methyl acetate,
10-15 parts of cosolvent, 300-400 parts of deionized water；
The polyester diol, by polytetrahydrofuran diol, PCDL, polycaprolactone glycol 4-15 in mass ratio:2-
8:It is made after 1-7 mixing；
The PEPA, by butanediol, ethanedioic acid 14-18 in molar ratio：It is made after 3-7 polymerizations；
The polyisocyanates, by IPDI, hydrogenated diphenyl methane diisocyanate, dimethylenebenzene
Diisocyanate, 1,6- hexamethylene diisocyanates 25-35 in mass ratio:5-8:1-6:It is made after 11-16 mixing；
The chain extender, by dihydromethyl propionic acid, dihydroxy half ester 1-7 in mass ratio:It is made after 15-30 mixing；
The catalyst, by dibutyl tin laurate, stannous octoate 8-12 in mass ratio:It is made after 1-4 mixing；
The salt agent, by triethylamine, acetic acid 25-30 in mass ratio:It is made after 7-13 mixing；
The cosolvent, by ethyl acetate, amyl acetate, isoamyl acetate 15-25 in mass ratio:4-9:It is made after 1-5 mixing.
2. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that be specifically made by following component：It is poly-
40 parts of ester dihydric alcohol, 30 parts of PEPA, 30 parts of polyisocyanates, 10 parts of dihydromethyl propionic acid, 5 parts of 1,6 hexylene glycol, Isosorbide-5-Nitrae
7 parts of butanediol, 12 parts of chain extender, 0.06 part of catalyst, 8 parts of salt agent, 30 parts of methyl acetate, 13 parts of cosolvent, deionized water 350
Part.
3. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that:The polyester diol, by poly- four
Hydrogen furans glycol, PCDL, polycaprolactone glycol in mass ratio 10:5:It is made after 3 mixing.
4. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that:The PEPA, by fourth two
Alcohol, ethanedioic acid in molar ratio 16：It is made after 5 polymerizations.
5. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that:The polyisocyanates, by different Buddhist
That ketone diisocyanate, hydrogenated diphenyl methane diisocyanate, dimethylenebenzene diisocyanate, 1,6- hexa-methylenes two
Isocyanates in mass ratio 30:6:4:It is made after 15 mixing.
6. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that:The chain extender, by dihydroxymethyl
Propionic acid, dihydroxy half ester in mass ratio 4:It is made after 23 mixing.
7. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that:The catalyst, by tin dilaurate
Dibutyl tin, stannous octoate in mass ratio 10:It is made after 3 mixing.
8. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that:The salt agent, by triethylamine, acetic acid
In mass ratio 28:It is made after 10 mixing.
9. a kind of waterborne polyurethane resin according to claim 1, it is characterised in that：The cosolvent, by ethyl acetate,
Amyl acetate, isoamyl acetate in mass ratio 20:5:It is made after 3 mixing.
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| CN107648730A (en) * | 2017-09-25 | 2018-02-02 | 东莞理工学院 | A kind of Chinese medicine health seat for treating hemorrhoid |
| CN114133520A (en) * | 2021-08-26 | 2022-03-04 | 南京杰腾新材料科技有限公司 | Waterborne polyurethane resin and preparation method thereof |
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