CN103755910B - Cold-resistant ethanol-tolerant non yellowing leather urethane resin and method for making thereof - Google Patents
Cold-resistant ethanol-tolerant non yellowing leather urethane resin and method for making thereof Download PDFInfo
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- 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
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- 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
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- 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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- 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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- 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
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- C08G18/61—Polysiloxanes
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- 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
- C08G18/6505—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen the low-molecular compounds being compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6511—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen the low-molecular compounds being compounds of group C08G18/32 or polyamines of C08G18/38 compounds of group C08G18/3203
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- 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
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6607—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
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Abstract
The invention discloses a kind of cold-resistant ethanol-tolerant non yellowing leather urethane resin and method for making thereof, described cold-resistant ethanol-tolerant non yellowing leather urethane resin, adopt the component comprising following parts by weight to prepare: poly-dihydric alcohol 10% ~ 20%, reactive silicone oil 2.0% ~ 4.0%, vulcabond 5.0% ~ 10%, chainextender 1.0% ~ 3.0%, catalyzer 0.001% ~ 0.003%, terminator 0.2% ~ 0.4%, antioxidant 0.4% ~ 0.8%, nano silicon 1.0% ~ 2.0%, organic solvent 60% ~ 75%.Cold-resistant ethanol-tolerant non yellowing leather urethane resin of the present invention, after making synthetic leather, has the features such as high winter hardiness, non yellowing and alcohol resistance scrubbing, is applicable to the synthetic leather such as preparation white or light color system footwear bag, furniture, automotive trim.
Description
Technical field
The present invention relates to a kind of cold-resistant ethanol-tolerant non yellowing leather urethane resin and method for making thereof.
Background technology
Urethane resin is applied to the history that synthetic leather industry had five more than ten years, relates to the every field such as clothes, footwear material, case and bag, home decoration and automobile, along with people are to the higher pursuit of quality of the life, more and more stricter to the requirement of synthetic leather industry.No-yellowing composite leather progressively increases as the high-grade materials application of one, the particularly sizable ratio of market share in footwear leather, luggage leather, sofa artificial leather etc., because common synthetic leather easily causes surperficial yellowing phenomenon by environmental change, so require that the anti-yellowing property of urethane resin will be got well, color inhibition progression will reach more than 4 grades, can be applied in white or light synthetic leather goods.The winter hardiness (low temperature folding resistance) of synthetic leather requires also to improve constantly simultaneously.Application number is disclose a kind of cold-resistant, solvent-resistant and yellowing-resistant polyurethane resin and preparation method thereof in the Chinese patent application file of 201010214349.7, adopt the active hydrogen in low activity hydrogen compound and vulcabond are first reacted early stage, then gradation drops into the molecular weight that diamine chain extenders improves constantly macromolecule polyurethane resin in batches, synthesizes the polyurethane material of ultra-high molecular weight.By improving the molecular weight of urethane resin, improve the solvent resistance of urethane resin, owing to not containing benzene ring structure in molecule, yellowing resistance improves greatly.But the results showed and cannot significantly improve the alcohol resistance of non yellowing urethane resin by the molecular weight only improving urethane resin.Because not containing benzene ring structure in non yellowing urethane resin molecular chain, product polarity is weak, Intermolecular Forces is low, ethanol-tolerant poor performance.Because cleaning is easy to make non yellowing leather surface fade or breakage in the production and use procedure of synthetic leather, the research therefore for the urethane resin of cold-resistant ethanol-tolerant no-yellowing composite leather does not also reach good achievement.
Summary of the invention
The object of this invention is to provide a kind of cold-resistant ethanol-tolerant non yellowing leather urethane resin and method for making thereof, to overcome the deficiencies in the prior art.
Described cold-resistant ethanol-tolerant non yellowing leather urethane resin adopts the component comprising following parts by weight to prepare:
Described poly-dihydric alcohol is polyester diol and polyether Glycols;
Polyester diol is PCDL, and number-average molecular weight is 1000 ~ 3000g/mol;
Polyether Glycols is polytetramethylene ether dibasic alcohol, and number-average molecular weight is 1000 ~ 3000g/mol;
Preferably, described poly-dihydric alcohol weight ratio is:
PCDL: polytetramethylene ether dibasic alcohol is 1: 0.29 ~ 0.6;
Described reactive silicone oil comprises one or more the mixture in amido silicon oil, hydroxy silicon oil, polyether-modified hydroxy silicon oil, and number-average molecular weight is 600 ~ 3000g/mol, and functionality is 2;
Described chainextender is made up of small molecules dibasic alcohol and diamine;
Described dibasic alcohol comprises ethylene glycol, BDO, 1,6-hexylene glycol, preferred BDO;
Described diamine comprises one or both mixture of isophorone diamine and 4,4-diamino-dicyclohexyl methane;
Its small molecular dibasic alcohol and diamine mol ratio are 1:4 ~ 2:3;
Described isocyanic ester is aliphatic diisocyanate, comprises one or both mixture of isophorone diisocyanate and dicyclohexyl methane diisocyanate;
Described solvent comprises DMF (DMF), butanone and Virahol, wherein DMF60% ~ 70%, butanone 20% ~ 30%, Virahol 5.0% ~ 10%;
Described catalyzer is organo-bismuth class catalyzer; Described terminator is Di-n-Butyl Amine; Described oxidation inhibitor is antioxidant 1010 and anti-oxidant 168(1:1) mixture;
The preparation method of described a kind of cold-resistant ethanol-tolerant non yellowing leather urethane resin, comprises the steps:
(1) by the solvent of poly-dihydric alcohol, reactive silicone oil, small molecules dibasic alcohol, oxidation inhibitor, catalysts and solvents gross weight 5.0% ~ 10%, be uniformly mixed, add vulcabond in less than 70 DEG C, 90 ~ 110 DEG C are reacted 1 ~ 3 hour, wherein, NCO content is 2.5% ~ 4.5%;
(2) temperature of reaction kettle is down to 30 ~ 50 DEG C, adds the solvent of solvent gross weight 50% ~ 70%, drip chainextender diamine, constantly add residual solvent in the middle of process, after viscosity reaches 60000 ~ 120000cps, add terminator;
(3) temperature is risen to 80 ~ 90 DEG C, add nano silicon, stir 1 ~ 2 hour, filter and package, obtain product.
With the cold-resistant ethanol-tolerant non yellowing leather urethane resin that aforesaid method is obtained, after making synthetic leather, there is the features such as high winter hardiness, non yellowing and alcohol resistance scrubbing, be applicable to the synthetic leather such as preparation white or light color system footwear bag, furniture, automotive trim.
Embodiment
Below by embodiment, the present invention is specifically described, is only used to further illustrate the present invention, can not limiting the scope of the present invention be interpreted as.The implementation condition adopted in embodiment can do some nonessential improvement and adjustment according to the condition of concrete producer and requirement.
Embodiment 1
(1) in reactor, add 25kg PCDL, 15kg polytetramethylene ether dibasic alcohol, 16kg hydroxy silicon oil, 0.58kg1 successively, 4-butyleneglycol, 1.5kg antioxidant 1010,1.5kg antioxidant 168,0.004kg isocaprylic acid bismuth and 16.7kgDMF, 8.4kg butanone, 2.8kg Virahol, after stirring, 22kg isophorone diisocyanate is added in less than 70 DEG C, temperature reaction, temperature controls at 100 DEG C, reacts and surveys NCO content after 2 hours, reach 4.5% to content; (2) temperature of reaction kettle is down to 40 DEG C, add 117kgDMF, 58.6kg butanone, 19.5kg Virahol, slowly drip 4.42kg isophorone diamine, constantly add remaining DMF, butanone, Virahol control viscosity in the middle of process, after viscosity reaches 60000cps, add 1.0kg Di-n-Butyl Amine; (3) temperature of reaction kettle is risen to 80 DEG C, add 6.0kg nano silicon, stir 2 hours, filter and package, obtain product.
Embodiment 2
(1) in reactor, add 40kg PCDL, 20kg polytetramethylene ether dibasic alcohol, 8.0kg hydroxy silicon oil, 2.09kg1 successively, 4-butyleneglycol, 0.5kg antioxidant 1010,0.5kg antioxidant 168,0.008kg isocaprylic acid bismuth and 13.8kgDMF, 5.76kg butanone, 1.68kg Virahol, after stirring, 28kg isophorone diisocyanate is added in less than 70 DEG C, temperature reaction, temperature controls at 90 DEG C, reacts and surveys NCO content after 3 hours, reach 3.5% to content; (2) temperature of reaction kettle is down to 30 DEG C, add 103kgDMF, 43.2kg butanone, 12.6kg Virahol, slowly drip 7.91kg isophorone diamine, constantly add remaining DMF, butanone, Virahol control viscosity in the middle of process, after viscosity reaches 80000cps, add 1.0kg Di-n-Butyl Amine; (3) temperature of reaction kettle is risen to 80 DEG C, add 5.0kg nano silicon, stir 2 hours, filter and package, obtain product.
Embodiment 3
(1) in reactor, add 30kg PCDL, 10kg polytetramethylene ether dibasic alcohol, the polyether-modified hydroxy silicon oil of 8.0kg, 1.57kg1 successively, 4-butyleneglycol, 0.8kg antioxidant 1010,0.8kg antioxidant 168,0.007kg isocaprylic acid bismuth and 4.78kgDMF, 1.71kg butanone, 0.34kg Virahol, after stirring, 13kg isophorone diisocyanate is added in less than 70 DEG C, temperature reaction, temperature controls at 110 DEG C, react and survey NCO content after 1 hour, reach 2.5% to content; (2) temperature of reaction kettle is down to 50 DEG C, add 47.8kgDMF, 17.1kg butanone, 3.4kg Virahol, slowly drip 4.43kg isophorone diamine, constantly add remaining DMF, butanone, Virahol control viscosity in the middle of process, after viscosity reaches 100000cps, add 0.8kg Di-n-Butyl Amine; (3) temperature of reaction kettle is risen to 90 DEG C, add 4.0kg nano silicon, stir 1 hour, filter and package, obtain product.
Embodiment 4
(1) in reactor, add 35kg PCDL, 10kg polytetramethylene ether dibasic alcohol, 9.0kg hydroxy silicon oil, 1.76kg1 successively, 4-butyleneglycol, 0.9kg antioxidant 1010,0.9kg antioxidant 168,0.007kg isocaprylic acid bismuth and 9.45kgDMF, 2.7kg butanone, 1.35kg Virahol, after stirring, 22kg isophorone diisocyanate is added in less than 70 DEG C, temperature reaction, temperature controls at 90 DEG C, reacts and surveys NCO content after 3 hours, reach 3.0% to content; (2) temperature of reaction kettle is down to 30 DEG C, add 56.7kgDMF, 16.2kg butanone, 8.1kg Virahol, slowly drip 4.99kg isophorone diamine, constantly add remaining DMF, butanone, Virahol control viscosity in the middle of process, after viscosity reaches 120000cps, add 0.9kg Di-n-Butyl Amine; (3) temperature of reaction kettle is risen to 80 DEG C, add 4.5kg nano silicon, stir 2 hours, filter and package, obtain product.
Every physical property measurement of the leather sample that the urethane resin obtained by Application Example 1 ~ 4 is made the results are shown in table I.
Table I
| Embodiment 7 | Embodiment 8 | Embodiment 9 | Embodiment 9 | |
| Winter hardiness (secondary/-20 DEG C) | 105000 | 110000 | 110000 | 115000 |
| Yellowing resistance (level) | 5 | 5 | 5 | 5 |
| Ethanol-tolerant (secondary) | 105 | 115 | 110 | 110 |
To sum up, the cold-resistant ethanol-tolerant non yellowing leather urethane resin adopting the inventive method to prepare has the features such as high winter hardiness, non yellowing and excellent alcohol resistance scrubbing, is applicable to the synthetic leather such as preparation white or light color system footwear bag, furniture, automotive trim.
Although above-described embodiment describes in detail technical scheme of the present invention, but technical scheme of the present invention is not limited to above embodiment, do not departing from thought of the present invention and aim situation, the equivalence change do the content of the present patent application the scope of the claims or modification, all should be technology category of the present invention.
Claims (6)
1. the preparation method of cold-resistant ethanol-tolerant non yellowing leather urethane resin, is characterized in that, comprise the steps:
(1) by the solvent of poly-dihydric alcohol, reactive silicone oil, chainextender small molecules dibasic alcohol, oxidation inhibitor, catalysts and solvents gross weight 5.0% ~ 10%, be uniformly mixed, vulcabond is added in less than 70 DEG C, 90 ~ 110 DEG C are reacted 1 ~ 3 hour, wherein, NCO content is 2.5% ~ 4.5%;
(2) temperature of reaction kettle is down to 30 ~ 50 DEG C, adds the solvent of solvent gross weight 50% ~ 70%, drip chainextender diamine, constantly add residual solvent in the middle of process, after viscosity reaches 60000 ~ 120000cps, add terminator;
(3) temperature is risen to 80 ~ 90 DEG C, add nano silicon, stir 1 ~ 2 hour, obtain product;
The parts by weight of component comprise:
2. the preparation method of cold-resistant ethanol-tolerant non yellowing leather urethane resin according to claim 1, it is characterized in that, described poly-dihydric alcohol is polyester diol and polyether Glycols;
Polyester diol is PCDL, and number-average molecular weight is 1000 ~ 3000g/mol;
Polyether Glycols is polytetramethylene ether dibasic alcohol, and number-average molecular weight is 1000 ~ 3000g/mol;
Weight ratio is: PCDL: polytetramethylene ether dibasic alcohol is 1: 0.29 ~ 0.6.
3. the preparation method of cold-resistant ethanol-tolerant non yellowing leather urethane resin according to claim 1, it is characterized in that, described reactive silicone oil is selected from one or more the mixture in amido silicon oil, hydroxy silicon oil, polyether-modified hydroxy silicon oil, number-average molecular weight is 600 ~ 3000g/mol, and functionality is 2.
4. the preparation method of cold-resistant ethanol-tolerant non yellowing leather urethane resin according to claim 1, it is characterized in that, described chainextender is made up of small molecules dibasic alcohol and diamine;
Described small molecules dibasic alcohol is selected from ethylene glycol, BDO, 1,6-hexylene glycol;
Described diamine is selected from one or both mixture of isophorone diamine and 4,4-diamino-dicyclohexyl methane;
Its small molecular dibasic alcohol and diamine mol ratio are 1:4 ~ 2:3;
Described isocyanic ester is aliphatic diisocyanate, is selected from one or both mixture of isophorone diisocyanate and dicyclohexyl methane diisocyanate.
5. the preparation method of cold-resistant ethanol-tolerant non yellowing leather urethane resin according to claim 1, it is characterized in that, described solvent is selected from DMF (DMF), butanone and Virahol, and weight percent is:
DMF60％～70％，
Butanone 20% ~ 30%,
Virahol 5.0% ~ 10%.
6., according to the preparation method of cold-resistant ethanol-tolerant non yellowing leather urethane resin according to claim 1, it is characterized in that, described catalyzer is organo-bismuth class catalyzer; Described terminator is Di-n-Butyl Amine; Described oxidation inhibitor is the mixture of antioxidant 1010 and anti-oxidant 1681:1.
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| CN104356348A (en) * | 2014-10-29 | 2015-02-18 | 合肥安利聚氨酯新材料有限公司 | Hard hydrolysis-resistant, low-pitting performance and strong-peel strength polyurethane resin and preparation method thereof |
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| CN107698729B (en) * | 2017-10-25 | 2020-07-17 | 合肥安利聚氨酯新材料有限公司 | Medium-soft polyurethane surface layer resin and preparation method thereof |
| CN109852036A (en) * | 2018-12-04 | 2019-06-07 | 广州市沃利司皮具有限公司 | Durable suitcase |
| CN112159510A (en) * | 2020-09-04 | 2021-01-01 | 东莞市宏达聚氨酯有限公司 | Polyurethane resin compound for casting compound printing ink |
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| WO2010103719A1 (en) * | 2009-03-13 | 2010-09-16 | 日本ポリウレタン工業株式会社 | Material set of forming polyurethane resin coating film formed on substrate |
| CN101857721A (en) * | 2010-06-30 | 2010-10-13 | 合肥安利聚氨酯新材料有限公司 | Cold-resistant, solvent-resistant and yellowing-resistant polyurethane resin and preparation method thereof |
| CN102060973A (en) * | 2010-12-21 | 2011-05-18 | 浙江华峰合成树脂有限公司 | Cold-resistant high-wear-resistant polyurethane resin for synthetic leather |
| CN102718942A (en) * | 2012-06-13 | 2012-10-10 | 华东理工大学 | Preparation of wear-resistant and yellowing-resistant polyurethane resin and application thereof |
| CN103450436A (en) * | 2013-08-22 | 2013-12-18 | 旭川化学（苏州）有限公司 | Polyurethane resin, and preparation method and application thereof |
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| CN103755910A (en) | 2014-04-30 |
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