CN103061148B - 有机硅改性壳聚糖季铵盐湿摩擦牢度提升剂及其制备方法 - Google Patents
有机硅改性壳聚糖季铵盐湿摩擦牢度提升剂及其制备方法 Download PDFInfo
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- CN103061148B CN103061148B CN201210589903.9A CN201210589903A CN103061148B CN 103061148 B CN103061148 B CN 103061148B CN 201210589903 A CN201210589903 A CN 201210589903A CN 103061148 B CN103061148 B CN 103061148B
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- quaternary ammonium
- ammonium salt
- chitosan
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- chitosan quaternary
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- 229920001661 Chitosan Polymers 0.000 title claims abstract description 95
- 150000003242 quaternary ammonium salts Chemical class 0.000 title claims abstract description 52
- 238000002360 preparation method Methods 0.000 title claims abstract description 25
- 229910052710 silicon Inorganic materials 0.000 title abstract description 7
- 239000010703 silicon Substances 0.000 title abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 64
- 125000002091 cationic group Chemical group 0.000 claims abstract description 12
- 238000010511 deprotection reaction Methods 0.000 claims abstract description 7
- 230000001681 protective effect Effects 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 49
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 48
- 239000000047 product Substances 0.000 claims description 41
- 239000000843 powder Substances 0.000 claims description 38
- 238000003756 stirring Methods 0.000 claims description 30
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- 239000000243 solution Substances 0.000 claims description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- 239000002262 Schiff base Substances 0.000 claims description 14
- 150000004753 Schiff bases Chemical class 0.000 claims description 14
- 239000003513 alkali Substances 0.000 claims description 14
- 238000001556 precipitation Methods 0.000 claims description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 238000004821 distillation Methods 0.000 claims description 12
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 12
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 12
- 238000000967 suction filtration Methods 0.000 claims description 12
- 239000003607 modifier Substances 0.000 claims description 11
- 239000002244 precipitate Substances 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- 238000010792 warming Methods 0.000 claims description 10
- -1 salicylaldhyde Chemical compound 0.000 claims description 9
- 239000004593 Epoxy Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 7
- 229920001296 polysiloxane Polymers 0.000 claims description 7
- MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 claims description 6
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims description 6
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 6
- 230000006837 decompression Effects 0.000 claims description 6
- 235000015110 jellies Nutrition 0.000 claims description 6
- 239000008274 jelly Substances 0.000 claims description 6
- 239000003223 protective agent Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- FXLOVSHXALFLKQ-UHFFFAOYSA-N p-tolualdehyde Chemical compound CC1=CC=C(C=O)C=C1 FXLOVSHXALFLKQ-UHFFFAOYSA-N 0.000 claims description 3
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 230000006196 deacetylation Effects 0.000 claims description 2
- 238000003381 deacetylation reaction Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 claims description 2
- 239000004744 fabric Substances 0.000 abstract description 17
- 238000004043 dyeing Methods 0.000 abstract description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 4
- 125000000129 anionic group Chemical group 0.000 abstract description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract description 2
- 231100000252 nontoxic Toxicity 0.000 abstract description 2
- 230000003000 nontoxic effect Effects 0.000 abstract description 2
- 238000005406 washing Methods 0.000 abstract description 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000011159 matrix material Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 12
- 238000000034 method Methods 0.000 description 10
- 239000000835 fiber Substances 0.000 description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 2
- 239000000980 acid dye Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000010422 painting Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 230000008439 repair process Effects 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000012224 working solution Substances 0.000 description 2
- 0 CCC(C)(CC)OCC(CC(**C)CC1(C)O)C1O*C Chemical compound CCC(C)(CC)OCC(CC(**C)CC1(C)O)C1O*C 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- NLMHXPDMNXMQBY-UHFFFAOYSA-L chembl260999 Chemical compound [Na+].[Na+].C1=CC(NC(=O)C)=CC=C1N=NC(C(=CC1=C2)S([O-])(=O)=O)=C(O)C1=CC=C2NC(=O)NC1=CC=C(C(O)=C(N=NC=2C=CC=CC=2)C(=C2)S([O-])(=O)=O)C2=C1 NLMHXPDMNXMQBY-UHFFFAOYSA-L 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
Claims (5)
Priority Applications (1)
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CN201210589903.9A CN103061148B (zh) | 2012-12-29 | 2012-12-29 | 有机硅改性壳聚糖季铵盐湿摩擦牢度提升剂及其制备方法 |
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CN201210589903.9A CN103061148B (zh) | 2012-12-29 | 2012-12-29 | 有机硅改性壳聚糖季铵盐湿摩擦牢度提升剂及其制备方法 |
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CN103061148A CN103061148A (zh) | 2013-04-24 |
CN103061148B true CN103061148B (zh) | 2014-10-22 |
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Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
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CN105671949A (zh) * | 2016-01-24 | 2016-06-15 | 耿云花 | 一种防混染用辅料 |
CN105525501B (zh) * | 2016-01-24 | 2020-01-03 | 王兵 | 用以洗涤医疗用品的无纺布 |
CN106893042B (zh) * | 2017-03-24 | 2019-01-18 | 广东宏昊化工有限公司 | 一种环保型聚醚有机硅改性聚氨酯及其制备方法 |
CN107417808A (zh) * | 2017-05-15 | 2017-12-01 | 山东博创生物科技有限公司 | 一种水溶性低聚壳聚糖季铵盐及其制备方法 |
CN110591040A (zh) * | 2019-09-29 | 2019-12-20 | 浙江理工大学 | 一种环保型抗菌特性面巾纸用柔软剂的制备方法 |
CN110904723A (zh) * | 2019-10-28 | 2020-03-24 | 浙江理工大学 | 一种超保湿高抗菌面巾纸用柔软剂的制备方法 |
CN111607670A (zh) * | 2020-06-02 | 2020-09-01 | 王楠 | 一种抗菌抗霉整理剂及其制备方法 |
CN113638249A (zh) * | 2021-08-17 | 2021-11-12 | 新昌县高纤纺织有限公司 | 一种纺织物整理用印染助剂及其制备方法 |
CN113956794B (zh) * | 2021-10-11 | 2022-05-03 | 英德市东顺精细化工实业有限公司 | 一种家具清洗杀菌上光气雾剂的制备方法 |
CN117143345B (zh) * | 2023-09-28 | 2024-05-14 | 广东宏昊化工有限公司 | 一种生物基固色柔软剂、制备方法及其应用 |
Citations (1)
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CN101638847A (zh) * | 2009-07-24 | 2010-02-03 | 东莞市德能化工有限公司 | 一种用于纤维素纤维织物的无甲醛耐久免烫整理剂 |
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Patent Citations (1)
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CN101638847A (zh) * | 2009-07-24 | 2010-02-03 | 东莞市德能化工有限公司 | 一种用于纤维素纤维织物的无甲醛耐久免烫整理剂 |
Non-Patent Citations (7)
Title |
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D.P.Chattopadhyay.Cationization of cotton for low-salt or salt-free dyeing.《Indian Journal of Fibre & Textile Research》.2001,108-115. |
D.P.Chattopadhyay.Cationization of cotton for low-salt or salt-free dyeing.《Indian Journal of Fibre & * |
Daniela Enescu et.al.Polydimethylsioxane-modified chitosan I.Synthesis and structural characterisation of graft and crosslinked copolymers.《J. Polym. Res.》.2008,73-80. |
Polydimethylsioxane-modified chitosan I.Synthesis and structural characterisation of graft and crosslinked copolymers;Daniela Enescu et.al;《J. Polym. Res.》;20080624;73-80 * |
Textile Research》.2001,108-115. * |
吕洲等.活性染料固色剂壳聚糖季铵盐的制备和性能.《印染》.2010,(第18期),9-12. |
活性染料固色剂壳聚糖季铵盐的制备和性能;吕洲等;《印染》;20101231(第18期);9-12 * |
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PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Wet rubbing fastness improver for chitosan quaternary ammonium salt modified by organic silicon, and preparation method of improver Effective date of registration: 20161108 Granted publication date: 20141022 Pledgee: Agricultural Bank of China Limited by Share Ltd Shishi branch Pledgor: Fujian Qingyuan Technology Co., Ltd. Registration number: 2016350000127 |
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Date of cancellation: 20180716 Granted publication date: 20141022 Pledgee: Agricultural Bank of China Limited by Share Ltd Shishi branch Pledgor: Fujian Qingyuan Technology Co., Ltd. Registration number: 2016350000127 |
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Denomination of invention: Wet rubbing fastness improver for chitosan quaternary ammonium salt modified by organic silicon, and preparation method of improver Effective date of registration: 20180719 Granted publication date: 20141022 Pledgee: Agricultural Bank of China Limited by Share Ltd Shishi branch Pledgor: Fujian Qingyuan Technology Co., Ltd. Registration number: 2018350000066 |
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Date of cancellation: 20210616 Granted publication date: 20141022 Pledgee: Agricultural Bank of China Limited by Share Ltd. Shishi branch Pledgor: FUJIAN QINGYUAN TECHNOLOGY Co.,Ltd. Registration number: 2018350000066 |
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Denomination of invention: Silicone modified chitosan quaternary ammonium salt wet rubbing fastness improver and its preparation method Effective date of registration: 20210617 Granted publication date: 20141022 Pledgee: Agricultural Bank of China Limited by Share Ltd. Shishi branch Pledgor: FUJIAN QINGYUAN TECHNOLOGY Co.,Ltd. Registration number: Y2021350000060 |