CN101255224B - Melt extrusion spandex cross-linking agent and production method - Google Patents
Melt extrusion spandex cross-linking agent and production method Download PDFInfo
- Publication number
- CN101255224B CN101255224B CN2008100233400A CN200810023340A CN101255224B CN 101255224 B CN101255224 B CN 101255224B CN 2008100233400 A CN2008100233400 A CN 2008100233400A CN 200810023340 A CN200810023340 A CN 200810023340A CN 101255224 B CN101255224 B CN 101255224B
- Authority
- CN
- China
- Prior art keywords
- spandex
- linking agent
- cross
- melt extrusion
- production method
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 229920002334 Spandex Polymers 0.000 title claims description 22
- 239000004759 spandex Substances 0.000 title claims description 22
- 239000003431 cross linking reagent Substances 0.000 title claims description 14
- 238000001125 extrusion Methods 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 150000002009 diols Chemical class 0.000 claims description 6
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 125000003368 amide group Chemical group 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 150000003457 sulfones Chemical class 0.000 claims description 3
- 208000005156 Dehydration Diseases 0.000 claims description 2
- 230000018044 dehydration Effects 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 30
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 14
- 229920000570 polyether Polymers 0.000 abstract description 7
- 239000004721 Polyphenylene oxide Substances 0.000 abstract description 6
- 229920000728 polyester Polymers 0.000 abstract description 6
- 150000004984 aromatic diamines Chemical class 0.000 abstract description 3
- -1 aliphatic diamine Chemical class 0.000 abstract description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 2
- 210000004177 elastic tissue Anatomy 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 229920005906 polyester polyol Polymers 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 description 2
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Natural products OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 229920001610 polycaprolactone Polymers 0.000 description 2
- 239000004632 polycaprolactone Substances 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a meltspun urethane elastic fiber interlinkage agent obtained by polyester glycol or polyether glycol, aromatic diamine or aliphatic diamine and diisocyanate. The obtained meltspun urethane elastic fiber has excellent thermal endurance and rebound elasticity.
Description
Technical field:
The present invention relates to a kind of melt extrusion spandex cross-linking agent and production method.
Background technology:
Melt extrusion spandex cross-linking agent is to make the requisite a kind of raw material of melt spun spandex, and purpose reduces chip spinning process medium viscosity can play the processing performance of raising spinning and the rebound performance effect of silk.Common and melt-spun spandex slice pairing is used.Melt extrusion spandex cross-linking agent is a kind of a kind of performed polymer that is formed by polyester (or polyethers) polyvalent alcohol and excessive di-isocyanate reaction from structural analysis.The exhausted major part of the cross linking agent of using is the performed polymer that contains polyurethane structural at present.
Melt spun spandex has low cost of manufacture than dry method spandex, and production process does not need solvent, and product does not contain the advantage of poisonous solvent, so be referred to as " green spandex ".But the thermotolerance and the rebound resilience of melt spun spandex are lower than dry method spandex.General and the melt-spun section pairing use of melt extrusion spandex cross-linking agent.It is to reduce the viscosity of cutting into slices in the spinning technique process that melt spun spandex adopts the cross linking agent purpose, helps improving the processing performance of spinning, also can play the effect that improves melt spun spandex silk rebound performance simultaneously.The melt extrusion spandex cross-linking agent of using is the performed polymer that contains polyurethane structural from the exhausted major part of structure analysis at present.
Summary of the invention:
The object of the present invention is to provide a kind of melt spun spandex silk of making to have the melt extrusion spandex cross-linking agent and the production method of good resistance toheat and rebound performance.
Technical solution of the present invention is:
A kind of melt extrusion spandex cross-linking agent is characterized in that: made through reaction by polyester polyol or polyether glycol, aromatic diamine or aliphatie diamine, vulcabond.
A kind of production method of melt extrusion spandex cross-linking agent is characterized in that: made through reaction by polyester polyol or polyether glycol, Amino Terminated polyether(ATPE), vulcabond.
Described polyester polyol is that hexanodioic acid is that polyester glycol, polycaprolactone glycol, carbonic ether glycol or terephthalic acid are polyester glycol.
Described polyether glycol is poly-cyclopropane glycol polytetrahydrofuran diol.
Vulcabond is 4,4 '-diphenylmethanediisocyanate, toluene diisocynate, hexamethylene-diisocyanate, isophorone diisocyanate or (4,4 '-dicyclohexyl methane diisocyanate.
Polyester polyol, polyether glycol molecular weight ranges are 1000-5000.
Aromatic diamine is 4,4 '-two amido ditans, 4,4 '-two amido phenylbenzene alkali or Ursol D and aromatic amine; Aliphatie diamine is 1,4-hexanaphthene dimethylamine or isophorone diamine.
The melt spun spandex silk that adopts cross linking agent of the present invention to make has good resistance toheat and rebound performance.Its result is as follows:
| Project | Test item | Performance index |
| 1 | Linear density/dex | 20 |
| 2 | Breaking tenacity/CN/dex | ≥1.48 |
| 3 | Elongation at break % | ≥500 |
| 4 | 300% draws and stretches modulus/CN | ≥10 |
| 5 | Elastic recovery rate % | ≥96 |
| 6 | 130 ℃ of xeothermic recovery rate % | ≥60 |
The invention will be further described below in conjunction with embodiment.
Embodiment:
Embodiment 1:
With molecular weight be 1000 or molecular weight be that 2000 polytetrahydrofuran diol is put in the reactor, 120 ℃ of dehydrations cooled to 50 ℃ after 4 hours, 4 ' the 4-diphenylmethanediisocyanate (MDI) that adds metering, two kinds of raw materials in molar ratio 1: 4.6-5.6. was 65-80 ℃ of reaction 2 hours, the qualified back of NCO content (being that NCO content is 12-14%), cool to 30 ℃, add 4,4 '-two amidos, two benzene base Sulfone (DDS), two kinds of raw materials (being mixture and the DDS of polytetrahydrofuran diol and MDI) are 1.6-3.8 in molar ratio: 1,30-40 ℃ of reaction 2 hours, the qualified back of NCO content (being that NCO content is 3-10%) got product, packs.
Embodiment 2:
DDS among the embodiment 1 is replaced with 1,4-hexanaphthene dimethylamine or isophorone diamine, it is polyester glycol (or polycaprolactone glycol or carbonic ether glycol or terephthalic acid be polyester glycol or poly-cyclopropane glycol) that polytetrahydrofuran diol among the embodiment 1 replaces with hexanodioic acid, vulcabond be toluene diisocynate, hexamethylene-diisocyanate, isophorone diisocyanate or (4,4 '-dicyclohexyl methane diisocyanate.All the other are with embodiment 1.
Claims (1)
1. melt extrusion spandex cross-linking agent, prepare by following method: with molecular weight be 1000 or molecular weight be that 2000 polytetrahydrofuran diol is put in the reactor, 120 ℃ of dehydrations cooled to 50 ℃ after 4 hours, add 4 ' of metering, the 4-diphenylmethanediisocyanate, two kinds of raw materials in molar ratio 1: 4.6-5.6,65-80 ℃ of reaction 2 hours, after NCO content reaches 12-14%, cool to 30 ℃, add 4,4 '-two amidos, two benzene base Sulfone, polytetrahydrofuran diol and 4 ', the mixture of 4-diphenylmethanediisocyanate and 4,4 '-two amidos, two benzene base Sulfone are according to mol ratio 1.6-3.8: 1,30-40 ℃ of reaction 2 hours, NCO content obtains product after reaching 3-10%, packs.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100233400A CN101255224B (en) | 2008-04-09 | 2008-04-09 | Melt extrusion spandex cross-linking agent and production method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100233400A CN101255224B (en) | 2008-04-09 | 2008-04-09 | Melt extrusion spandex cross-linking agent and production method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101255224A CN101255224A (en) | 2008-09-03 |
| CN101255224B true CN101255224B (en) | 2010-12-15 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008100233400A Expired - Fee Related CN101255224B (en) | 2008-04-09 | 2008-04-09 | Melt extrusion spandex cross-linking agent and production method |
Country Status (1)
| Country | Link |
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| CN (1) | CN101255224B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5895312B2 (en) * | 2011-05-27 | 2016-03-30 | 東レ・オペロンテックス株式会社 | Elastic fabric |
| CN103590137A (en) * | 2012-08-16 | 2014-02-19 | 南通华盛高聚物科技发展有限公司 | Preparation method of low melting point spandex fiber |
| CN107119473A (en) * | 2017-06-26 | 2017-09-01 | 王蒙 | A kind of cross linking agent |
| CN110331467B (en) * | 2019-06-24 | 2021-10-26 | 郑州中远氨纶工程技术有限公司 | Superfine denier spandex interwoven with terylene and preparation method thereof |
| CN114181373B (en) * | 2022-01-29 | 2023-08-11 | 万华化学集团股份有限公司 | Preparation process of comfortable spandex and prepared spandex |
| CN116288781A (en) * | 2023-02-10 | 2023-06-23 | 郑州中远氨纶工程技术有限公司 | Preparation method of high-elasticity spandex and high-elasticity spandex prepared by same |
| CN116043353A (en) * | 2023-02-10 | 2023-05-02 | 郑州中远氨纶工程技术有限公司 | Method for preparing high-elasticity spandex by recycling polyester and high-elasticity spandex prepared by method |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1156462A (en) * | 1994-07-14 | 1997-08-06 | 盖茨橡胶公司 | High temperature polyurethane/urea elastomer |
| CN1322767A (en) * | 2000-05-10 | 2001-11-21 | 拜尔公司 | Thermoplastic polyurethane moulding products capable of lowering fogging |
| CN1410605A (en) * | 2001-10-09 | 2003-04-16 | 江苏南黄海实业股份有限公司 | Preparation method of melt spinning polyurethane fiber thin denier filament |
| CN101070370A (en) * | 2007-05-25 | 2007-11-14 | 张勇 | Process for polyurethane crosslinking agent for melting spandex fiber |
-
2008
- 2008-04-09 CN CN2008100233400A patent/CN101255224B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1156462A (en) * | 1994-07-14 | 1997-08-06 | 盖茨橡胶公司 | High temperature polyurethane/urea elastomer |
| CN1322767A (en) * | 2000-05-10 | 2001-11-21 | 拜尔公司 | Thermoplastic polyurethane moulding products capable of lowering fogging |
| CN1410605A (en) * | 2001-10-09 | 2003-04-16 | 江苏南黄海实业股份有限公司 | Preparation method of melt spinning polyurethane fiber thin denier filament |
| CN101070370A (en) * | 2007-05-25 | 2007-11-14 | 张勇 | Process for polyurethane crosslinking agent for melting spandex fiber |
Non-Patent Citations (1)
| Title |
|---|
| 金山.熔融纺丝氨纶生产技术.精细化工原料及中间体.2003,28-29. * |
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| CN101255224A (en) | 2008-09-03 |
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