CA2016833A1 - Method of treating fibrous materials - Google Patents
Method of treating fibrous materialsInfo
- Publication number
- CA2016833A1 CA2016833A1 CA 2016833 CA2016833A CA2016833A1 CA 2016833 A1 CA2016833 A1 CA 2016833A1 CA 2016833 CA2016833 CA 2016833 CA 2016833 A CA2016833 A CA 2016833A CA 2016833 A1 CA2016833 A1 CA 2016833A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- reaction product
- amine groups
- denotes
- formula
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 32
- 239000002657 fibrous material Substances 0.000 title claims abstract description 14
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 14
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 9
- 125000003277 amino group Chemical group 0.000 claims abstract description 8
- 239000000839 emulsion Substances 0.000 claims abstract description 8
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 6
- 150000003961 organosilicon compounds Chemical class 0.000 claims abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- -1 siloxane units Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000004753 textile Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000004530 micro-emulsion Substances 0.000 claims description 5
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 125000001302 tertiary amino group Chemical group 0.000 claims 2
- 238000004383 yellowing Methods 0.000 abstract description 5
- 150000002430 hydrocarbons Chemical group 0.000 abstract description 4
- 230000000052 comparative effect Effects 0.000 description 21
- 229920000742 Cotton Polymers 0.000 description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 229920000728 polyester Polymers 0.000 description 14
- 239000000047 product Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000004744 fabric Substances 0.000 description 4
- 229960004592 isopropanol Drugs 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229950011008 tetrachloroethylene Drugs 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- JFDMLXYWGLECEY-UHFFFAOYSA-N 2-benzyloxirane Chemical compound C=1C=CC=CC=1CC1CO1 JFDMLXYWGLECEY-UHFFFAOYSA-N 0.000 description 1
- NEMITCBDWZCQGL-UHFFFAOYSA-N 6-oxabicyclo[3.1.0]hexan-2-ol Chemical compound OC1CCC2OC12 NEMITCBDWZCQGL-UHFFFAOYSA-N 0.000 description 1
- GJEZBVHHZQAEDB-UHFFFAOYSA-N 6-oxabicyclo[3.1.0]hexane Chemical compound C1CCC2OC21 GJEZBVHHZQAEDB-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000238366 Cephalopoda Species 0.000 description 1
- GXGJIOMUZAGVEH-UHFFFAOYSA-N Chamazulene Chemical group CCC1=CC=C(C)C2=CC=C(C)C2=C1 GXGJIOMUZAGVEH-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229940093470 ethylene Drugs 0.000 description 1
- 229940117927 ethylene oxide Drugs 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical class C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- UCAOGXRUJFKQAP-UHFFFAOYSA-N n,n-dimethyl-5-nitropyridin-2-amine Chemical compound CN(C)C1=CC=C([N+]([O-])=O)C=N1 UCAOGXRUJFKQAP-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- JKXONPYJVWEAEL-UHFFFAOYSA-N oxiran-2-ylmethyl acetate Chemical compound CC(=O)OCC1CO1 JKXONPYJVWEAEL-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229940095050 propylene Drugs 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- UMFCIIBZHQXRCJ-NSCUHMNNSA-N trans-anol Chemical compound C\C=C\C1=CC=C(O)C=C1 UMFCIIBZHQXRCJ-NSCUHMNNSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB898911970A GB8911970D0 (en) | 1989-05-24 | 1989-05-24 | Method of treating fibrous materials |
| GB8911970.5 | 1989-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2016833A1 true CA2016833A1 (en) | 1990-11-24 |
Family
ID=10657290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2016833 Abandoned CA2016833A1 (en) | 1989-05-24 | 1990-05-15 | Method of treating fibrous materials |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0399706B1 (de) |
| JP (1) | JP2846058B2 (de) |
| CA (1) | CA2016833A1 (de) |
| DE (1) | DE69003009T2 (de) |
| ES (1) | ES2043277T3 (de) |
| GB (1) | GB8911970D0 (de) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9004627D0 (en) * | 1990-03-01 | 1990-04-25 | Dow Corning | Composition for treating carbon fibre precursors and precursors treated therewith |
| DE4117864A1 (de) * | 1991-05-31 | 1992-12-03 | Pfersee Chem Fab | Waessrige dispersionen von polysiloxanen |
| DE4211256A1 (de) * | 1992-04-03 | 1993-10-07 | Wacker Chemie Gmbh | Vernetzbare Zusammensetzung auf Aminosiliconbasis |
| DE69326289T2 (de) * | 1992-06-29 | 2000-01-05 | Witco Corp., Greenwich | Verfahren zur Behandlung einer Textilie mit einem Aminopolysiloxan und die damit behandelte Textilie |
| JP2590234Y2 (ja) * | 1993-11-16 | 1999-02-10 | マリンブルーブロー株式会社 | 花壇等に立設する中空状の柵体 |
| DE4424914A1 (de) | 1994-07-14 | 1996-01-18 | Wacker Chemie Gmbh | Aminofunktionelle Organopolysiloxane |
| US6136215A (en) * | 1999-09-02 | 2000-10-24 | Dow Corning Corporation | Fiber treatment composition containing amine-, polyol-, amide-functional siloxanes |
| US6255429B1 (en) * | 1999-09-02 | 2001-07-03 | Dow Corning Corporation | Amine-, polyol-, amide-functional siloxane copolymers and methods for their preparation |
| US6171515B1 (en) | 1999-09-02 | 2001-01-09 | Dow Corning Corporation | Fiber treatment composition containing amine-, polyol-, functional siloxanes |
| GB0202631D0 (en) * | 2002-02-05 | 2002-03-20 | Dow Corning | Hair care compositions containing polysiloxanes |
| JP4147067B2 (ja) | 2002-08-09 | 2008-09-10 | 花王株式会社 | 洗浄剤組成物 |
| US20040053810A1 (en) * | 2002-08-16 | 2004-03-18 | Tully Jo Anne | Liquid laundry compositions comprising silicone additives |
| US7790801B2 (en) | 2007-07-24 | 2010-09-07 | Momentive Performance Materials Inc. | Organo-functional silicone in emulsion systems and process for preparing same |
| US20110243874A1 (en) * | 2010-04-01 | 2011-10-06 | Rajan Keshav Panandiker | Care polymers |
| DE102010062156A1 (de) | 2010-10-25 | 2012-04-26 | Evonik Goldschmidt Gmbh | Polysiloxane mit stickstoffhaltigen Gruppen |
| DE102010062676A1 (de) | 2010-12-09 | 2012-06-14 | Evonik Goldschmidt Gmbh | Zubereitungen enthaltend Polysiloxane mit stickstoffhaltigen Gruppen |
| DE102011110100A1 (de) | 2011-08-12 | 2013-02-14 | Evonik Goldschmidt Gmbh | Verfahren zu Herstellungen von Polysiloxanen mit stickstoffhaltigen Gruppen |
| US9346023B2 (en) | 2012-08-21 | 2016-05-24 | General Electric Company | Flux enhancing agent for improving composite polyamide reverse osmosis membrane performance |
| US9499671B2 (en) | 2014-10-15 | 2016-11-22 | Ramani Narayan | Hydrophilic polysiloxane compositions containing carbinol groups |
| KR101640714B1 (ko) * | 2015-06-11 | 2016-07-18 | 치 솅 엔터프라이즈 컴퍼니 엘티디. | 스키화 바인딩 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1547884A (en) * | 1975-08-20 | 1979-06-27 | Nuova San Giorgio Spa | Apparatus for reinserting broken yarn in an open end spinning unit |
| JPS6039792A (ja) * | 1983-08-12 | 1985-03-01 | 松下電工株式会社 | 調光装置 |
| JPS6110498A (ja) * | 1984-06-25 | 1986-01-17 | 大日本塗料株式会社 | 浮彫模様の形成方法 |
| JPS6375184A (ja) * | 1986-09-19 | 1988-04-05 | 信越化学工業株式会社 | 合成繊維用処理剤 |
| JPS6445466A (en) * | 1987-08-14 | 1989-02-17 | Shinetsu Chemical Co | Textile treating composition |
-
1989
- 1989-05-24 GB GB898911970A patent/GB8911970D0/en active Pending
-
1990
- 1990-05-11 EP EP19900305117 patent/EP0399706B1/de not_active Expired - Lifetime
- 1990-05-11 ES ES90305117T patent/ES2043277T3/es not_active Expired - Lifetime
- 1990-05-11 DE DE1990603009 patent/DE69003009T2/de not_active Expired - Fee Related
- 1990-05-15 CA CA 2016833 patent/CA2016833A1/en not_active Abandoned
- 1990-05-24 JP JP2132750A patent/JP2846058B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0351375A (ja) | 1991-03-05 |
| GB8911970D0 (en) | 1989-07-12 |
| EP0399706A2 (de) | 1990-11-28 |
| EP0399706A3 (de) | 1991-03-20 |
| EP0399706B1 (de) | 1993-09-01 |
| ES2043277T3 (es) | 1993-12-16 |
| DE69003009D1 (de) | 1993-10-07 |
| DE69003009T2 (de) | 1994-01-13 |
| JP2846058B2 (ja) | 1999-01-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |