CN104611805B - 包含含砜基的芳香族聚合物纤维和纤维素纤维的纱线、织物及其制品,以及他们的制备方法 - Google Patents
包含含砜基的芳香族聚合物纤维和纤维素纤维的纱线、织物及其制品,以及他们的制备方法 Download PDFInfo
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- CN104611805B CN104611805B CN201510078541.0A CN201510078541A CN104611805B CN 104611805 B CN104611805 B CN 104611805B CN 201510078541 A CN201510078541 A CN 201510078541A CN 104611805 B CN104611805 B CN 104611805B
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- sulfuryl
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- 125000003118 aryl group Chemical group 0.000 title claims abstract description 143
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 title claims abstract description 134
- 239000004744 fabric Substances 0.000 title claims abstract description 86
- 229920005594 polymer fiber Polymers 0.000 title claims abstract description 73
- 229920003043 Cellulose fiber Polymers 0.000 title claims abstract description 57
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000000178 monomer Substances 0.000 claims abstract description 86
- 125000003368 amide group Chemical group 0.000 claims abstract description 33
- 229920000642 polymer Polymers 0.000 claims abstract description 32
- 150000004820 halides Chemical class 0.000 claims abstract description 23
- 239000002253 acid Substances 0.000 claims abstract description 22
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 21
- 239000000835 fiber Substances 0.000 claims description 134
- 239000003063 flame retardant Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 29
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 16
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 16
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 16
- 229920000049 Carbon (fiber) Polymers 0.000 claims description 14
- 239000004917 carbon fiber Substances 0.000 claims description 14
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 14
- 239000002131 composite material Substances 0.000 claims description 13
- 238000006467 substitution reaction Methods 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 229920004933 Terylene® Polymers 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 230000009477 glass transition Effects 0.000 claims description 8
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 8
- 239000004677 Nylon Substances 0.000 claims description 7
- 229920001778 nylon Polymers 0.000 claims description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000004423 acyloxy group Chemical group 0.000 claims description 6
- 125000004414 alkyl thio group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- 229920000914 Metallic fiber Polymers 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims 2
- 150000003457 sulfones Chemical class 0.000 claims 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 1
- 229920000742 Cotton Polymers 0.000 description 24
- 238000009987 spinning Methods 0.000 description 16
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
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- 235000004879 dioscorea Nutrition 0.000 description 9
- 229920000433 Lyocell Polymers 0.000 description 8
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- 229920006231 aramid fiber Polymers 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 238000009940 knitting Methods 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 238000002485 combustion reaction Methods 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
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- 239000004753 textile Substances 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000003245 coal Substances 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- 238000009941 weaving Methods 0.000 description 4
- -1 (ammonia Phenoxyl phenyl) sulfone Chemical compound 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 229920003235 aromatic polyamide Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
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- 125000000217 alkyl group Chemical group 0.000 description 2
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- 238000006068 polycondensation reaction Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
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- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- MAOBFOXLCJIFLV-UHFFFAOYSA-N (2-aminophenyl)-phenylmethanone Chemical compound NC1=CC=CC=C1C(=O)C1=CC=CC=C1 MAOBFOXLCJIFLV-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- MGLZGLAFFOMWPB-UHFFFAOYSA-N 2-chloro-1,4-phenylenediamine Chemical class NC1=CC=C(N)C(Cl)=C1 MGLZGLAFFOMWPB-UHFFFAOYSA-N 0.000 description 1
- HRMLZCLSHKBKPO-UHFFFAOYSA-N 2-nitro-1,4-dioxane Chemical compound [O-][N+](=O)C1COCCO1 HRMLZCLSHKBKPO-UHFFFAOYSA-N 0.000 description 1
- NCROMWRGDGXTEG-UHFFFAOYSA-N 3-(3-carbonochloridoylphenyl)benzoyl chloride Chemical compound ClC(=O)C1=CC=CC(C=2C=C(C=CC=2)C(Cl)=O)=C1 NCROMWRGDGXTEG-UHFFFAOYSA-N 0.000 description 1
- ZBMISJGHVWNWTE-UHFFFAOYSA-N 3-(4-aminophenoxy)aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=CC(N)=C1 ZBMISJGHVWNWTE-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
- QZHXKQKKEBXYRG-UHFFFAOYSA-N 4-n-(4-aminophenyl)benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1NC1=CC=C(N)C=C1 QZHXKQKKEBXYRG-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- MHNFBHYGMLXVAF-UHFFFAOYSA-N N-(aminomethoxy)aniline Chemical compound NCONC1=CC=CC=C1 MHNFBHYGMLXVAF-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
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- 229920001131 Pulp (paper) Polymers 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
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- 238000001467 acupuncture Methods 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 238000010042 air jet spinning Methods 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
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- 229910052698 phosphorus Inorganic materials 0.000 description 1
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- 229920001721 polyimide Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
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- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
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Landscapes
- Woven Fabrics (AREA)
- Artificial Filaments (AREA)
Abstract
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CN201510078541.0A CN104611805B (zh) | 2015-02-13 | 2015-02-13 | 包含含砜基的芳香族聚合物纤维和纤维素纤维的纱线、织物及其制品,以及他们的制备方法 |
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US11359309B2 (en) | 2018-12-21 | 2022-06-14 | Target Brands, Inc. | Ring spun yarn and method |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
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US3425208A (en) * | 1963-10-30 | 1969-02-04 | Leesona Corp | Method for producing textured yarns of cellulosic fibres |
JP2005154919A (ja) * | 2003-11-21 | 2005-06-16 | Toyobo Co Ltd | ポリフェニレンスルフィド系長繊維耐熱性布帛及びその製造方法 |
US7955692B2 (en) * | 2007-08-22 | 2011-06-07 | E. I. Du Pont De Nemours And Company | Protective garment comprising fibers comprising copolymers containing structures derived from a plurality of amine monomers including 4,4′ diamino diphenyl sulfone |
CN102423939B (zh) * | 2011-10-11 | 2015-10-21 | 上海特安纶纤维有限公司 | 一种多功能防护防火面料及其产品 |
CN102517733B (zh) * | 2011-12-22 | 2014-12-24 | 保定中纺依棉纺织有限公司 | 一种耐高温阻燃复合芳砜纶纱线及制造方法 |
CN102747504A (zh) * | 2012-08-01 | 2012-10-24 | 上海市毛麻纺织科学技术研究所 | 电焊防护服面料及其加工方法 |
CN103622185A (zh) * | 2012-08-28 | 2014-03-12 | 上海特安纶纤维有限公司 | 透气阻燃面料及透气阻燃防护套装 |
CN103306030A (zh) * | 2013-05-13 | 2013-09-18 | 上海特安纶纤维有限公司 | 芳砜纶和粘胶纤维的混纺织物 |
CN103361856B (zh) * | 2013-08-05 | 2015-08-26 | 上海婉静纺织科技有限公司 | 芳砜纶与阻燃粘胶的混纺织物 |
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PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Yarns, fabrics, and their products containing aromatic polymer fibers and cellulose fibers containing sulfone groups, and their preparation methods Effective date of registration: 20230404 Granted publication date: 20170606 Pledgee: Dongying rural commercial bank Limited by Share Ltd. Dongcheng sub branch Pledgor: Zhongfang new materials Co.,Ltd. Registration number: Y2023980037316 |
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PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Granted publication date: 20170606 Pledgee: Dongying rural commercial bank Limited by Share Ltd. Dongcheng sub branch Pledgor: Zhongfang new materials Co.,Ltd. Registration number: Y2023980037316 |
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PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Yarns, fabrics and their products containing aromatic polymer fibers and cellulose fibers containing sulfone groups, and their preparation methods Granted publication date: 20170606 Pledgee: Dongying rural commercial bank Limited by Share Ltd. Dongcheng sub branch Pledgor: Zhongfang new materials Co.,Ltd. Registration number: Y2024980010791 |