CN107383318A - A kind of cold-resistant polyurethane resin and preparation method thereof - Google Patents
A kind of cold-resistant polyurethane resin and preparation method thereof Download PDFInfo
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- CN107383318A CN107383318A CN201710710740.8A CN201710710740A CN107383318A CN 107383318 A CN107383318 A CN 107383318A CN 201710710740 A CN201710710740 A CN 201710710740A CN 107383318 A CN107383318 A CN 107383318A
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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
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6677—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
-
- 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
-
- 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
-
- 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
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/14—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N2211/00—Specially adapted uses
- D06N2211/12—Decorative or sun protection articles
- D06N2211/28—Artificial leather
Abstract
The present invention relates to a kind of cold-resistant polyurethane resin and preparation method thereof.The cold-resistant polyurethane resin is made up of each component of following proportioning:The parts by weight of isocyanates 100~150, the parts by weight of PPG 300~400, molecular weight are less than the 150g/mol parts by weight of alcohol chain extender 10~30, first group of parts by weight of solvent 150~250, second group of parts by weight of solvent 50~100, the parts by weight of auxiliary agent 1~10.The each component of cold-resistant polyurethane resin of the present invention is mutually coordinated, collective effect, and the synthetic leather cold tolerance being processed significantly improves.
Description
Technical field
The present invention relates to field of macromolecule polymerization, the more particularly to a kind of good poly- ammonia of cold tolerance applied to synthetic leather
Ester resin and preparation method thereof.
Background technology
At present, the use of synthetic leather class articles for use is more and more common, and synthetic leather industry obtains fast development, while also accelerates
The exploitation of use for synthetic leather polyurethane resin.How the Research Emphasis of existing polyurethane resin improves through polyurethane tree if being mostly focused on
The external performances such as feel, gloss and the pliability of synthetic leather after fat processing so that the cold resistance practical performance of synthetic leather is right
It is not very good.Therefore, how to improve the cold resistance of synthetic leather turns into polyurethane resin field technical problem urgently to be resolved hurrily.
The content of the invention
It is an object of the invention to provide a kind of good polyurethane resin of cold tolerance.
The cold-resistant polyurethane resin of the present invention is achieved through the following technical solutions:
According to a kind of cold-resistant polyurethane resin of the present invention, it is made up of each component of following proportioning:Isocyanates 100~
150 parts by weight, the parts by weight of PPG 300~400, molecular weight are less than the 150g/mol parts by weight of alcohol chain extender 10~30,
First group of parts by weight of solvent 150~250, second group of parts by weight of solvent 50~100, the parts by weight of auxiliary agent 1~10.
Further, isocyanates is toluene di-isocyanate(TDI), or isocyanates is 1, hexamethylene-diisocyanate.
Further, PPG is polytetramethylene ether dihydric alcohol, or PPG is PTMG
Glycol.
Further, alcohol chain extender is propane diols, BDO, 1,6- hexylene glycols, neopentyl glycol, a contracting diethyl two
One or more of mixtures of alcohol, trimethylolpropane.
Further, first group of solvent be ethylene glycol ether acetate, dimethylbenzene, ethyl acetate it is one or more of mixed
Compound, second group of solvent are one or two kinds of mixtures of toluene and butyl acetate.
Further, first group of solvent and second group of solvent are made up of each component of following proportioning:First group of solvent:Second two
Alcohol ethyl ether acetate ester 22-43.8 parts by weight, dimethylbenzene 77-200 parts by weight, ethyl acetate 43-72 parts by weight;Second group of solvent:
Butyl acetate 40-70 parts by weight, toluene 35-65 parts by weight.
Further, auxiliary agent includes antioxidant and dehydrating agent.
A kind of preparation method of cold-resistant polyurethane resin described in any of the above-described, is comprised the steps of:
1) PPG, alcohol chain extender, first group of solvent and antioxidant are put into reactor according to weight ratio,
Stir;
2) isocyanates is added according to weight ratio in the mixture that step 1) obtains, is incubated after being warming up to 60 DEG C~70 DEG C
Fully reaction in 3~5 hours;
3) nco value detection is carried out to mixture obtained by step 2), if detected value, within 2-9%, mixture is qualified;
4) detected in step 3) in qualified mixture according to weight than adding second group of solvent and dehydrating agent, stirring is equal
Packed after even.
Due to using above technical scheme, the present invention has the following advantages that compared with prior art:
1. each component of cold-resistant polyurethane resin of the present invention is mutually coordinated, collective effect, the conjunction being processed
Finished leather cold tolerance is good, and -20 DEG C of numbers resistant to bending that do not rupture are up to more than 200,000 times;
2. the preparation method of cold-resistant polyurethane resin of the present invention is simple, without using complicated mechanical treatment, section
About production cost, suitable for industrialized production.
Embodiment
Below by embodiment, technical solution of the present invention is described in detail, but protection scope of the present invention not office
It is limited to the embodiment.
Embodiment 1
The cold-resistant polyurethane resin of the embodiment of the present invention 1 is made up of each component of following proportioning:
The preparation method of the cold-resistant polyurethane resin of the embodiment of the present invention 1, comprises the following steps:
1) by 351.2kg polytetramethylene ether dihydric alcohol, 19kg trimethylolpropane, 43.8kg ethylene glycol ethyl ether
In acetate, 151.3kg dimethylbenzene, 67kg ethyl acetate, and 0.7kg antioxidant input reactor, stir;
2) 112.4kg toluene di-isocyanate(TDI) is added in the mixture that step 1) obtains, 4 are incubated after being warming up to 65 DEG C
Hour fully reaction;
3) nco value detection is carried out to mixture obtained by step 2), gained detected value is 3%, and the mixture is qualified;
4) 53kg butyl acetate, and 1.2kg dehydrating agent are added in qualified mixture obtained by step 3), is stirred
After pack.
Embodiment 2
The cold-resistant polyurethane resin of the embodiment of the present invention 2 is made up of each component of following proportioning:
The preparation method of the cold-resistant polyurethane resin of the embodiment of the present invention 2, comprises the following steps:
1) by 300kg PTMG, 2kg neopentyl glycol, 8kg diglycol, 30kg second
In glycol ether acetate, 77kg dimethylbenzene, 43kg ethyl acetate, and 0.3kg antioxidant input reactor, stirring
Uniformly;
2) the 1 of 100kg is added in the mixture that step 1) obtains, hexamethylene-diisocyanate, 3 are incubated after being warming up to 60 DEG C
Hour fully reaction;
3) nco value detection is carried out to mixture obtained by step 2), gained detected value is 2%, and the mixture is qualified;
4) 50kg toluene, and 0.7kg dehydrating agent are added in qualified mixture obtained by step 3), is wrapped after stirring
Dress.
Embodiment 3
The cold-resistant polyurethane resin of the embodiment of the present invention 3 is made up of each component of following proportioning:
The preparation method of the cold-resistant polyurethane resin of the embodiment of the present invention 3, comprises the following steps:
1) by 400kg polytetramethylene ether dihydric alcohol, 10kg propane diols, 7kg BDO, the 1,6- of 13kg
The ethylene glycol ether acetate of hexylene glycol, 22kg, 178kg dimethylbenzene, 50kg ethyl acetate, and 4kg antioxidant are thrown
Enter in reactor, stir;
2) 150kg toluene di-isocyanate(TDI) is added in the mixture that step 1) obtains, it is small that 5 are incubated after being warming up to 70 DEG C
When fully react;
3) nco value detection is carried out to mixture obtained by step 2), gained detected value is 9%, and the mixture is qualified;
4) 60kg toluene, 40kg butyl acetate, and 6kg dehydration are added in qualified mixture obtained by step 3)
Agent, packed after stirring.
Embodiment 4
The cold-resistant polyurethane resin of the embodiment of the present invention 4 is made up of each component of following proportioning:
The preparation method of the cold-resistant polyurethane resin of the embodiment of the present invention 4, comprises the following steps:
1) by 372kg PTMG, 7kg neopentyl glycol, 8kg trimethylolpropane, 80kg second
In glycol ether acetate, 100kg dimethylbenzene, and 3.7kg antioxidant input reactor, stir;
2) the 1 of 125kg is added in the mixture that step 1) obtains, hexamethylene-diisocyanate, is incubated after being warming up to 63 DEG C
Fully reaction in 3.5 hours;
3) nco value detection is carried out to mixture obtained by step 2), gained detected value is 5%, and the mixture is qualified;
4) 70kg butyl acetate, and 4.6kg dehydrating agent are added in qualified mixture obtained by step 3), is stirred
After pack.
Embodiment 5
The cold-resistant polyurethane resin of the embodiment of the present invention 5 is made up of each component of following proportioning:
The preparation method of the cold-resistant polyurethane resin of the embodiment of the present invention 5, comprises the following steps:
1) by 328kg polytetramethylene ether dihydric alcohol, 12kg neopentyl glycol, 150kg dimethylbenzene, 72kg acetic acid
In ethyl ester, and 2.5kg antioxidant input reactor, stir;
2) the 1 of 138.5kg is added in the mixture that step 1) obtains, hexamethylene-diisocyanate, is protected after being warming up to 68 DEG C
Temperature fully reaction in 4.5 hours;
3) nco value detection is carried out to mixture obtained by step 2), gained detected value is 7%, and the mixture is qualified;
4) 65kg toluene, and 2.8kg dehydrating agent are added in qualified mixture obtained by step 3), is wrapped after stirring
Dress.
Embodiment 6
The cold-resistant polyurethane resin of the embodiment of the present invention 6 is made up of each component of following proportioning:
The preparation method of the cold-resistant polyurethane resin of the embodiment of the present invention 6, comprises the following steps:
1) by 316kg PTMG, 7kg BDO, 10kg diglycol, 200kg
Dimethylbenzene, 30kg toluene, and 1.6kg antioxidant input reactor in, stir;
2) 120kg toluene di-isocyanate(TDI) is added in the mixture that step 1) obtains, 4.5 are incubated after being warming up to 68 DEG C
Hour fully reaction;
3) nco value detection is carried out to mixture obtained by step 2), gained detected value is 2.5%, and the mixture is qualified;
4) 40kg butyl acetate, and 4.2kg dehydrating agent are added in qualified mixture obtained by step 3), is stirred
After pack.
The synthesis that the synthetic leather that the polyurethane resin prepared using above-described embodiment is treated treats with conventional urethane
Remove from office (comparative example) and low-temperature bending experiment is carried out at -20 DEG C, experimental result is as shown in table 1:
Table 1
n | |
Embodiment 1 | 210000 |
Embodiment 2 | 19.8 ten thousand |
Embodiment 3 | 23.2 ten thousand |
Embodiment 4 | 20.7 ten thousand |
Embodiment 5 | 22.6 ten thousand |
Embodiment 6 | 25.9 ten thousand |
Comparative example 1 | 3.5 ten thousand |
Comparative example 2 | 6.9 ten thousand |
Comparative example 3 | 9.4 ten thousand |
Note:Low-temperature bending requirement of experiment is bent repeatedly at -20 DEG C to test sample, and n is that test sample goes out first
The number bent when now rupturing.
Test result shows:It is much larger than using the treated synthetic leather low temperature number resistant to bending of the polyurethane resin of the present invention
Comparative example, synthetic leather cold tolerance significantly improve.
Presently preferred embodiments of the present invention is the foregoing is only, is not used for limiting the practical range of the present invention;If do not take off
From the spirit and scope of the present invention, the present invention is modified or equivalent substitution, all should covered in the claims in the present invention
Among protection domain.
Claims (8)
1. a kind of cold-resistant polyurethane resin, it is characterised in that be made up of each component of following proportioning:The weight of isocyanates 100~150
Amount part, the parts by weight of PPG 300~400, alcohol chain extender 10~30 parts by weight of the molecular weight less than 150g/mol, first group
The parts by weight of solvent 150~250, second group of parts by weight of solvent 50~100, the parts by weight of auxiliary agent 1~10.
2. cold-resistant polyurethane resin according to claim 1, it is characterised in that the isocyanates is toluene diisocynate
Ester, or the isocyanates are 1, hexamethylene-diisocyanate.
3. cold-resistant polyurethane resin according to claim 1, it is characterised in that the PPG is polytetramethylene
Ether dihydric alcohol, or the PPG are PTMG.
4. cold-resistant polyurethane resin according to claim 1, it is characterised in that the alcohol chain extender be propane diols, Isosorbide-5-Nitrae-
Butanediol, 1,6-HD, neopentyl glycol, diglycol, one or more of mixtures of trimethylolpropane.
5. cold-resistant polyurethane resin according to claim 1, it is characterised in that first group of solvent is ethylene glycol ethyl ether
Acetate, dimethylbenzene, one or more of mixtures of ethyl acetate, second group of solvent are the one of toluene and butyl acetate
Kind or two kinds of mixture.
6. cold-resistant polyurethane resin according to claim 5, it is characterised in that first group of solvent and described second group
Solvent is made up of each component of following proportioning:
First group of solvent:Ethylene glycol ether acetate 22-43.8 parts by weight, dimethylbenzene 77-200 parts by weight, ethyl acetate
43-72 parts by weight;
Second group of solvent:Butyl acetate 40-70 parts by weight, toluene 35-65 parts by weight.
7. cold-resistant polyurethane resin according to claim 1, it is characterised in that the auxiliary agent includes antioxidant and dehydration
Agent.
8. the preparation method of the cold-resistant polyurethane resin described in a kind of any one of claim 1-7, it is characterised in that comprising following
Step:
1) PPG, alcohol chain extender, first group of solvent and antioxidant are put into reactor according to parts by weight, stirring
Uniformly;
2) isocyanates is added according to weight ratio in the mixture that step 1) obtains, 3~5 is incubated after being warming up to 60 DEG C~70 DEG C
Hour fully reaction;
3) nco value detection is carried out to mixture obtained by step 2), if detected value, within 2-9%, mixture is qualified;
4) detected in step 3) in qualified mixture according to weight than adding second group of solvent and dehydrating agent, after stirring
Packaging.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN108978254A (en) * | 2018-08-10 | 2018-12-11 | 福建兰峰制革有限公司 | The production method of the cold-resistant synthetic leather of moisture-curable |
CN110041819A (en) * | 2019-04-25 | 2019-07-23 | 嘉兴元朔高分子科技有限公司 | Environmental-protection quick dry type two-component modified high-molecular polymer coating and its application |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108978254A (en) * | 2018-08-10 | 2018-12-11 | 福建兰峰制革有限公司 | The production method of the cold-resistant synthetic leather of moisture-curable |
CN108978254B (en) * | 2018-08-10 | 2020-10-30 | 福建兰峰制革有限公司 | Production method of moisture-cured cold-resistant synthetic leather |
CN110041819A (en) * | 2019-04-25 | 2019-07-23 | 嘉兴元朔高分子科技有限公司 | Environmental-protection quick dry type two-component modified high-molecular polymer coating and its application |
CN110041819B (en) * | 2019-04-25 | 2021-05-04 | 嘉兴元朔高分子科技有限公司 | Environment-friendly quick-drying type double-component modified high-molecular polymer coating and application thereof |
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