CN110685034A - Preparation method of phenolic yellowing resistant spandex fiber - Google Patents

Preparation method of phenolic yellowing resistant spandex fiber Download PDF

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Publication number
CN110685034A
CN110685034A CN201911127384.2A CN201911127384A CN110685034A CN 110685034 A CN110685034 A CN 110685034A CN 201911127384 A CN201911127384 A CN 201911127384A CN 110685034 A CN110685034 A CN 110685034A
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solution
yellowing resistant
spandex fiber
spandex
phenol
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CN110685034B (en
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陈铃
刘亚辉
杨晓印
周志伟
钟姜莱
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Zhejiang Huafeng Spandex Co Ltd
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Zhejiang Huafeng Spandex Co Ltd
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    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/88Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/94Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of other polycondensation products
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/34Carboxylic acids; Esters thereof with monohydroxyl compounds
    • C08G18/348Hydroxycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3821Carboxylic acids; Esters thereof with monohydroxyl compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4854Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666Compounds of group C08G18/48 or C08G18/52
    • C08G18/6692Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P70/00Climate change mitigation technologies in the production process for final industrial or consumer products
    • Y02P70/50Manufacturing or production processes characterised by the final manufactured product
    • Y02P70/62Manufacturing or production processes characterised by the final manufactured product related technologies for production or treatment of textile or flexible materials or products thereof, including footwear

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Artificial Filaments (AREA)

Abstract

The invention relates to a preparation method of a phenol yellowing resistant spandex fiber, which comprises the following steps: firstly, mixing the phenol yellowing resistant agent with polytetrahydrofuran ether glycol to obtain a mixed solution A; mixing the mixed solution A with diisocyanate for reaction to prepare an isocyanate group-terminated polyurethane prepolymer, and dissolving the polyurethane prepolymer with an organic solvent to obtain a prepolymer solution; then cooling the prepolymer solution, adding an amine solution, and carrying out chain extension reaction at low temperature to obtain a polyurethane urea solution; adding a spandex auxiliary agent into the polyurethane urea solution, and curing to obtain a spandex spinning solution; and finally, spinning and forming by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber. The phenol yellowing resistant spandex fiber prepared by the in-situ polymerization method has a lasting phenol yellowing resistant effect, the phenol yellowing resistant agent is connected with the spandex fiber through a chemical bond, the binding force is strong, and the phenol yellowing resistant performance is not reduced after the spandex fiber is washed for multiple times.

Description

Preparation method of phenolic yellowing resistant spandex fiber
Technical Field
The invention relates to a preparation method of a phenol yellowing resistant spandex fiber, and belongs to the technical field of polyurethane fibers.
Background
Spandex is Polyurethane elastic fiber (Polyurethane) for short, has good elastic property and breaking strength, and is widely applied to the field of textiles. One of the main raw materials for preparing spandex is polytetrahydrofuran, which contains antioxidant BHT (2, 6-di-tert-butyl-p-cresol) for preventing the polytetrahydrofuran from being oxidized during storage. However, the antioxidant BHT reacts with nitrogen oxides in the air to generate DTNP (2, 6-di-tert-butyl-p-nitrophenol), the DTNP is colorless in an acidic state, and when the DTNP meets an alkaline substance, the DTNP is immediately yellowed to enable the surface of spandex fibers to be yellowed, and the yellowing is called phenol yellowing.
At present, spandex fabrics on the market are prevented from phenol yellowing by soaking in a phenol yellowing resistant agent. For example, patent CN 101116568B discloses a method for manufacturing a phenol-yellow resistant nylon fastening tape, which comprises the steps of putting the nylon fastening tape into a dip dyeing machine, cleaning, whitening, finishing, dehydrating, fluffing, performing phenol-yellow resistant finishing and gluing, performing acid soaking in the dip dyeing machine, and drying. Although the method has certain effect, the post-treatment process is relatively complex, and the effective substances exist only on the surface of the fiber, so the method has poor timeliness.
Patent CN 109021509A discloses a phenol yellow resistant functional master batch, a preparation method and application thereof, and phenol yellow resistant terylene, wherein the method comprises the steps of mixing 30-70 parts of polyester, 5-15 parts of organic silicon crude rubber and 5-15 parts of organic acid according to a formula amount, and extruding the mixture by an extruder to obtain the phenol yellow resistant functional master batch. And then adding the phenol yellow resistant functional master batch into the terylene according to 2-3% of the mass fraction of the terylene for mechanical mixing, and finally spinning to obtain the phenol yellow resistant terylene. According to the invention, the polyester fiber is enabled to obtain phenol yellowing resistance by a physical mixing method, but the durability is poor, and the organic acid gradually migrates and loses along with the subsequent dyeing and finishing processing of the textile, wearing and washing of finished clothes and other processes, and the phenol yellowing resistance of the polyester fiber is continuously reduced.
Disclosure of Invention
The technical problem is as follows: in order to overcome the problems in the technical background, the invention provides a preparation method of the phenolic yellowing resistant spandex fiber, the prepared spandex fiber has a lasting phenolic yellowing resistant effect, the phenolic yellowing resistant agent is connected with the spandex fiber through a chemical bond, the bonding force is strong, and the phenolic yellowing resistant performance is not reduced after multiple times of water washing.
The technical scheme is as follows: the invention provides a preparation method of a phenol yellowing resistant spandex fiber, which comprises the following steps:
1) mixing the phenol yellowing resistant agent with polytetrahydrofuran ether glycol to obtain a mixed solution A;
2) mixing the mixed solution A with diisocyanate for reaction to prepare isocyanate group-terminated polyurethane prepolymer;
3) dissolving the polyurethane prepolymer obtained in the step 2) with an organic solvent to obtain a prepolymer solution;
4) cooling the prepolymer solution prepared in the step 3), adding an amine solution, and performing chain extension reaction at a low temperature to obtain a polyurethane urea solution;
5) adding a spandex auxiliary agent into the polyurethane urea solution obtained in the step 4), and curing to obtain a spandex spinning stock solution;
6) and (3) spinning and forming the spandex spinning stock solution prepared in the step 5) by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber.
The phenol yellowing resistant agent is any one of aliphatic amino acid or aliphatic hydroxy acid.
The addition amount of the phenol yellowing resistant agent is 0.2-5% of the mole number of polytetrahydrofuran ether glycol.
Preferably, the addition amount of the phenol yellowing resistant agent is 0.5-2% of the mole number of the polytetrahydrofuran ether glycol.
The reaction temperature of the prepolymerization in the step 2) is 50-100 ℃, and the reaction time is 2-10 h.
Preferably, the prepolymerization temperature is 80-90 ℃, and the reaction time is 6-8 h.
The organic solvent is N, N-dimethylformamide or N, N-dimethylacetamide.
The mixed amine solution is N, N-dimethylformamide solution of ethylenediamine, propylenediamine and diethylamine or N, N-dimethylacetamide, and the mass percentage concentration is 4.0-5.0%.
The chain extension reaction temperature is 6-15 ℃.
Preferably, the chain extension reaction temperature is 8-12 ℃.
The aliphatic amino acid is any one of glycine, alanine, valine or leucine.
The aliphatic hydroxy acid is any one of 2-hydroxypropionic acid, 3-hydroxybutyric acid, 2, 3-dihydroxybutanedioic acid, 2-hydroxybutanedioic acid or 12-hydroxy-cis-9-octadecenoic acid.
Has the advantages that: the principle and the beneficial effects of the invention are as follows:
1) the anti-phenol yellowing agent is uniformly mixed with polytetrahydrofuran ether glycol before prepolymerization, and is grafted to a polyurethane macromolecular chain through prepolymerization reaction, so that the obtained polyurethane macromolecules are more uniformly arranged, and the molecular chain is softer;
2) the phenol yellowing resistant agent is connected with the spandex fiber through a chemical bond, so that the binding force is strong;
3) the phenol yellowing resistance agent combined through chemical bonds does not reduce after being washed by water for many times, and has lasting phenol yellowing resistance.
Detailed Description
The following examples are presented to describe the specific procedures of the present invention in detail, but should not be construed as limiting the invention in any way.
Example 1:
1) mixing 2-hydroxypropionic acid and polytetrahydrofuran ether glycol to obtain a mixed solution A, wherein the addition amount of the 2-hydroxypropionic acid is 0.6 percent of the mole number of the polytetrahydrofuran ether glycol;
2) mixing the mixed solution A and diisocyanate for reaction for 6 hours at the reaction temperature of 90 ℃ to prepare isocyanate group-terminated polyurethane prepolymer;
3) dissolving the polyurethane prepolymer obtained in the step 2) by using N, N-dimethylacetamide to obtain a prepolymer solution;
4) cooling the prepolymer solution prepared in the step 3), adding an amine solution, and performing chain extension reaction at the temperature of 8 ℃ to obtain a polyurethane urea solution, wherein the amine solution is an N, N-dimethylacetamide solution formed by mixing ethylenediamine, propylenediamine and diethylamine, and the mass concentration of the amine solution is 4.5%;
5) adding a spandex auxiliary agent into the polyurethane urea solution obtained in the step 4), and curing to obtain a spandex spinning stock solution;
6) and (3) spinning and forming the spandex spinning stock solution prepared in the step 5) by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber.
Example 2:
1) mixing alanine with polytetrahydrofuran ether glycol to obtain a mixed solution A, wherein the addition amount of the alanine is 2.0 percent of the mole number of the polytetrahydrofuran ether glycol;
2) mixing the mixed solution A and diisocyanate to react for 8 hours at the reaction temperature of 85 ℃ to prepare isocyanate group-terminated polyurethane prepolymer;
3) dissolving the polyurethane prepolymer obtained in the step 2) by using N, N-dimethylacetamide to obtain a prepolymer solution;
4) cooling the prepolymer solution prepared in the step 3), adding an amine solution, and performing chain extension reaction at the temperature of 8 ℃ to obtain a polyurethane urea solution, wherein the amine solution is an N, N-dimethylacetamide solution formed by mixing ethylenediamine, propylenediamine and diethylamine, and the mass concentration of the amine solution is 4.5%;
5) adding a spandex auxiliary agent into the polyurethane urea solution obtained in the step 4), and curing to obtain a spandex spinning stock solution;
6) and (3) spinning and forming the spandex spinning stock solution prepared in the step 5) by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber.
Example 3:
1) mixing 2, 3-dihydroxy succinic acid with polytetrahydrofuran ether glycol to obtain a mixed solution A, wherein the addition amount of the 2, 3-dihydroxy succinic acid is 1.0 percent of the mole number of the polytetrahydrofuran ether glycol;
2) mixing the mixed solution A and diisocyanate for reaction for 7 hours at the reaction temperature of 90 ℃ to prepare isocyanate group-terminated polyurethane prepolymer;
3) dissolving the polyurethane prepolymer obtained in the step 2) by using N, N-dimethylacetamide to obtain a prepolymer solution;
4) cooling the prepolymer solution prepared in the step 3), adding an amine solution, and performing chain extension reaction at the temperature of 8 ℃ to obtain a polyurethane urea solution, wherein the amine solution is an N, N-dimethylacetamide solution formed by mixing ethylenediamine, propylenediamine and diethylamine, and the mass concentration of the amine solution is 4.5%;
5) adding a spandex auxiliary agent into the polyurethane urea solution obtained in the step 4), and curing to obtain a spandex spinning stock solution;
6) and (3) spinning and forming the spandex spinning stock solution prepared in the step 5) by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber.
Comparative example:
1) mixing polytetrahydrofuran ether glycol and diisocyanate to react for 3 hours at the reaction temperature of 70 ℃ to prepare an isocyanate group-terminated polyurethane prepolymer;
2) dissolving the polyurethane prepolymer obtained in the step 2) by using N, N-dimethylacetamide to obtain a prepolymer solution;
3) cooling the prepolymer solution prepared in the step 3), adding an amine solution, and performing chain extension reaction at the temperature of 8 ℃ to obtain a polyurethane urea solution, wherein the amine solution is an N, N-dimethylacetamide solution formed by mixing ethylenediamine, propylenediamine and diethylamine, and the mass concentration of the amine solution is 4.5%;
4) adding a spandex auxiliary agent into the polyurethane urea solution obtained in the step 4), and curing to obtain a spandex spinning stock solution;
5) and (3) spinning and forming the spandex spinning stock solution prepared in the step 5) by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber.
The above examples are merely illustrative of the preferred embodiments of the present invention, and not restrictive, and various modifications to the technical solutions of the present invention may be made by those skilled in the art without departing from the spirit of the present invention.
Table 1: phenol yellowing resistance detection data of the examples and comparative examples of the invention
Figure BDA0002277286290000041

Claims (9)

1. A preparation method of a phenol yellowing resistant spandex fiber is characterized by comprising the following steps:
1) mixing the phenol yellowing resistant agent with polytetrahydrofuran ether glycol to obtain a mixed solution A;
2) mixing the mixed solution A with diisocyanate for reaction to prepare isocyanate group-terminated polyurethane prepolymer;
3) dissolving the polyurethane prepolymer obtained in the step 2) with an organic solvent to obtain a prepolymer solution;
4) cooling the prepolymer solution prepared in the step 3), adding an amine solution, and performing chain extension reaction at a low temperature to obtain a polyurethane urea solution;
5) adding a spandex auxiliary agent into the polyurethane urea solution obtained in the step 4), and curing to obtain a spandex spinning stock solution;
6) and (3) spinning and forming the spandex spinning stock solution prepared in the step 5) by means of a dry spinning system to obtain the phenolic yellowing resistant spandex fiber.
2. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 1, characterized in that: the phenol yellowing resistant agent is any one of aliphatic amino acid or aliphatic hydroxy acid.
3. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 1, characterized in that: the addition amount of the phenol yellowing resistant agent is 0.2-5% of the mole number of polytetrahydrofuran ether glycol.
4. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 1, characterized in that: the reaction temperature of the prepolymerization in the step 2) is 50-100 ℃, and the reaction time is 2-10 h.
5. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 1, characterized in that: the organic solvent is N, N-dimethylformamide or N, N-dimethylacetamide.
6. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 1, characterized in that: the mixed amine solution is an N, N-dimethylformamide solution or an N, N-dimethylacetamide solution of ethylenediamine, propylenediamine and diethylamine, and the mass percentage concentration of the mixed amine solution is 4.0-5.0%.
7. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 2, characterized in that: the chain extension reaction temperature is 6-15 ℃.
8. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 2, characterized in that: the aliphatic amino acid is any one of glycine, alanine, valine or leucine.
9. The method for preparing the phenolic yellowing resistant spandex fiber according to claim 2, characterized in that: the aliphatic hydroxy acid is any one of 2-hydroxypropionic acid, 3-hydroxybutyric acid, 2, 3-dihydroxybutanedioic acid, 2-hydroxybutanedioic acid or 12-hydroxy-cis-9-octadecenoic acid.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111454421A (en) * 2020-04-28 2020-07-28 浙江罗星实业有限公司 Preparation method of yellowing-resistant polyurethane resin with lasting phenol yellowing resistance
CN113737535A (en) * 2021-09-09 2021-12-03 福建恒春织造股份有限公司 Acid-proof anti-yellowing fastening tape and preparation method thereof

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JP2009173848A (en) * 2008-01-22 2009-08-06 Shinrikibi Kagi Kofun Yugenkoshi Radiation-curable and developable polyurethane and radiation-curable and developable photoresist composition containing the same
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
CN102924683A (en) * 2012-11-22 2013-02-13 山西省应用化学研究所 Aqueous polyurethane dispersoid for coating yellowing-resistant leather and preparation method thereof
CN106757485A (en) * 2016-11-23 2017-05-31 华峰重庆氨纶有限公司 A kind of preparation method of high drawing spandex fibre
CN108795028A (en) * 2018-06-26 2018-11-13 上海涵点科技有限公司 A kind of resistance to phenol Huang functional agglomerate, preparation method, purposes and the Huang of resistance to phenol polyamide fibre
CN110041487A (en) * 2019-03-22 2019-07-23 广东银洋环保新材料有限公司 A kind of anion aqueous polyurethane lotion and the preparation method and application thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009173848A (en) * 2008-01-22 2009-08-06 Shinrikibi Kagi Kofun Yugenkoshi Radiation-curable and developable polyurethane and radiation-curable and developable photoresist composition containing the same
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
CN102924683A (en) * 2012-11-22 2013-02-13 山西省应用化学研究所 Aqueous polyurethane dispersoid for coating yellowing-resistant leather and preparation method thereof
CN106757485A (en) * 2016-11-23 2017-05-31 华峰重庆氨纶有限公司 A kind of preparation method of high drawing spandex fibre
CN108795028A (en) * 2018-06-26 2018-11-13 上海涵点科技有限公司 A kind of resistance to phenol Huang functional agglomerate, preparation method, purposes and the Huang of resistance to phenol polyamide fibre
CN110041487A (en) * 2019-03-22 2019-07-23 广东银洋环保新材料有限公司 A kind of anion aqueous polyurethane lotion and the preparation method and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111454421A (en) * 2020-04-28 2020-07-28 浙江罗星实业有限公司 Preparation method of yellowing-resistant polyurethane resin with lasting phenol yellowing resistance
CN113737535A (en) * 2021-09-09 2021-12-03 福建恒春织造股份有限公司 Acid-proof anti-yellowing fastening tape and preparation method thereof

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