CA1116772A - Process for preparing a textile-treating composition and resin-silicone composition therefor - Google Patents
Process for preparing a textile-treating composition and resin-silicone composition thereforInfo
- Publication number
- CA1116772A CA1116772A CA000322311A CA322311A CA1116772A CA 1116772 A CA1116772 A CA 1116772A CA 000322311 A CA000322311 A CA 000322311A CA 322311 A CA322311 A CA 322311A CA 1116772 A CA1116772 A CA 1116772A
- Authority
- CA
- Canada
- Prior art keywords
- concentrated
- resin
- concentrated aqueous
- hydroxyl
- durable press
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 122
- 229920001296 polysiloxane Polymers 0.000 title claims description 75
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229920005989 resin Polymers 0.000 claims abstract description 85
- 239000011347 resin Substances 0.000 claims abstract description 85
- 239000000839 emulsion Substances 0.000 claims abstract description 72
- -1 polydimethylsiloxane Polymers 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 39
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 36
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 35
- 239000007864 aqueous solution Substances 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000002156 mixing Methods 0.000 claims description 11
- 239000004094 surface-active agent Substances 0.000 claims description 9
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 claims description 6
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 6
- 239000008240 homogeneous mixture Substances 0.000 claims description 5
- QAQJKDRAJZWQCM-UHFFFAOYSA-N 2-methoxyethyl carbamate Chemical compound COCCOC(N)=O QAQJKDRAJZWQCM-UHFFFAOYSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 abstract description 5
- 238000010790 dilution Methods 0.000 abstract description 3
- 239000012895 dilution Substances 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 37
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 27
- 239000007787 solid Substances 0.000 description 7
- 239000004753 textile Substances 0.000 description 7
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 229920001807 Urea-formaldehyde Polymers 0.000 description 6
- 239000004744 fabric Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004908 Emulsion polymer Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000012974 tin catalyst Substances 0.000 description 2
- SIQZJFKTROUNPI-UHFFFAOYSA-N 1-(hydroxymethyl)-5,5-dimethylhydantoin Chemical compound CC1(C)N(CO)C(=O)NC1=O SIQZJFKTROUNPI-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- XYOSFLPUWVWHOA-UHFFFAOYSA-N 2-ethylidenepropane-1,3-diol;urea Chemical compound NC(N)=O.CC=C(CO)CO XYOSFLPUWVWHOA-UHFFFAOYSA-N 0.000 description 1
- SKJLIATVTKHMNL-UHFFFAOYSA-N 2-methoxyethyl n,n-bis(hydroxymethyl)carbamate Chemical compound COCCOC(=O)N(CO)CO SKJLIATVTKHMNL-UHFFFAOYSA-N 0.000 description 1
- RZBBHEJLECUBJT-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS RZBBHEJLECUBJT-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 241001274613 Corvus frugilegus Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- BLSOZYXIKSJQRZ-UHFFFAOYSA-N [3-hydroxy-2-(hydroxymethyl)propyl] carbamate Chemical compound NC(=O)OCC(CO)CO BLSOZYXIKSJQRZ-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- ZHXAZZQXWJJBHA-UHFFFAOYSA-N triphenylbismuthane Chemical compound C1=CC=CC=C1[Bi](C=1C=CC=CC=1)C1=CC=CC=C1 ZHXAZZQXWJJBHA-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/005—Processes for mixing polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- 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
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US895,827 | 1978-04-13 | ||
| US05/895,827 US4167501A (en) | 1978-04-13 | 1978-04-13 | Process for preparing a textile-treating composition and resin-silicone compositions therefor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1116772A true CA1116772A (en) | 1982-01-19 |
Family
ID=25405150
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000322311A Expired CA1116772A (en) | 1978-04-13 | 1979-02-26 | Process for preparing a textile-treating composition and resin-silicone composition therefor |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4167501A (en, 2012) |
| JP (2) | JPS54138057A (en, 2012) |
| AU (1) | AU523329B2 (en, 2012) |
| CA (1) | CA1116772A (en, 2012) |
| CH (1) | CH650632GA3 (en, 2012) |
| DE (1) | DE2911293C2 (en, 2012) |
| FR (1) | FR2422758A1 (en, 2012) |
| GB (1) | GB2018793B (en, 2012) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4277382A (en) * | 1979-10-09 | 1981-07-07 | Owens-Corning Fiberglas Corporation | Stable aqueous emulsion of reactive polysiloxane and curing agent |
| DE3104582A1 (de) | 1981-02-10 | 1982-09-02 | Wacker-Chemie GmbH, 8000 München | "verfahren zur impraegnierung von textilen flaechengebilden" |
| US4423108A (en) * | 1982-03-22 | 1983-12-27 | Dow Corning Corporation | Method for durable press finish using formaldehyde-free organosilicon compositions and textile therefrom |
| EP0360383A3 (en) * | 1988-09-21 | 1991-12-11 | International Paper Company | Resilient cotton fiber and related method |
| DE3911942A1 (de) * | 1989-04-12 | 1990-10-18 | Basf Ag | Waessrige kunstharzdispersionen |
| US6800602B1 (en) * | 1999-10-05 | 2004-10-05 | Ciba Specialty Chemicals Corporation | Fabric softener compositions |
| US8987180B2 (en) | 2012-12-18 | 2015-03-24 | Kimberly-Clark Worldwide, Inc. | Wet wipes including silicone reactive amino containing dimethicone copolyols |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2891920A (en) * | 1955-01-26 | 1959-06-23 | Dow Corning | Polymerization of organopolysiloxanes in aqueous emulsion |
| US3061567A (en) * | 1958-11-28 | 1962-10-30 | Dow Corning | Aqueous dispersions of a mixture of siloxanes and an aminoplast resin, method of coating, and article obtained |
| GB1024024A (en) * | 1963-04-08 | 1966-03-30 | Dow Corning | Improvements in or relating to polymerising or co-polymerising organosilicon compounds |
| US3355474A (en) * | 1963-07-01 | 1967-11-28 | Union Carbide Corp | Process for production of hydroxyendblocked siloxane fluids |
| CH1258167D (en, 2012) * | 1966-09-08 | |||
| JPS4832991B1 (en, 2012) * | 1968-06-04 | 1973-10-09 | ||
| US3597380A (en) * | 1968-07-25 | 1971-08-03 | Jefferson Chem Co Inc | Modified methylolated aliphatic carbamate permanent press textile resin |
| US3723377A (en) * | 1968-12-18 | 1973-03-27 | Dan River Inc | Process of reducing formaldehyde odor of aqueous mixtures containing methylolated carbamates |
-
1978
- 1978-04-13 US US05/895,827 patent/US4167501A/en not_active Expired - Lifetime
-
1979
- 1979-02-26 CA CA000322311A patent/CA1116772A/en not_active Expired
- 1979-03-22 DE DE2911293A patent/DE2911293C2/de not_active Expired
- 1979-04-09 CH CH333179A patent/CH650632GA3/de unknown
- 1979-04-10 GB GB7912557A patent/GB2018793B/en not_active Expired
- 1979-04-11 JP JP4412679A patent/JPS54138057A/ja active Pending
- 1979-04-12 FR FR7909317A patent/FR2422758A1/fr active Granted
- 1979-04-12 AU AU46053/79A patent/AU523329B2/en not_active Ceased
-
1981
- 1981-07-17 JP JP56112060A patent/JPS5747354A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54138057A (en) | 1979-10-26 |
| AU523329B2 (en) | 1982-07-22 |
| US4167501A (en) | 1979-09-11 |
| FR2422758B1 (en, 2012) | 1983-02-25 |
| FR2422758A1 (fr) | 1979-11-09 |
| AU4605379A (en) | 1979-10-18 |
| DE2911293C2 (de) | 1984-03-01 |
| JPS5747354A (en) | 1982-03-18 |
| CH650632GA3 (en, 2012) | 1985-08-15 |
| DE2911293A1 (de) | 1979-10-18 |
| GB2018793A (en) | 1979-10-24 |
| GB2018793B (en) | 1982-10-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR910007455B1 (ko) | 광학적으로 투명하고, 열적 및 기계적으로 안정한 수성, 미립자 실리콘 유제, 이의 제조방법 및 용도 | |
| DE3031157C2 (de) | Verfahren zur Herstellung von vernetzte Teilchen enthaltenden Polysiloxanemulsionen und deren Verwendung zur Bildung elastomerer Materialien | |
| US4098701A (en) | Process for treating fibres | |
| AU717351B2 (en) | Ammonium siloxane emulsions and their use as fiber treatment agents | |
| US3247281A (en) | Water repellent compositions containing water soluble aminosilanes and aminosilicones as curing catalysts and process for treating substrates therewith | |
| EP3587522B1 (en) | Silicone emulsion composition capable of being formed into coating film, and coating film | |
| JPH11241026A (ja) | ポリオルガノシロキサン・エマルション | |
| CA1116772A (en) | Process for preparing a textile-treating composition and resin-silicone composition therefor | |
| US2757152A (en) | Water-repellent compositions comprising a polysiloxane, a urea-or melamine-formaldehyde resin and a curing agent | |
| US2927870A (en) | Zirconium acetate-zinc acetate catalyzed organohydrogenosiloxane emulsions and the treatment of fabrics therewith | |
| EP0166396A2 (en) | Emulsions of crosslinked polydiorganosiloxanes | |
| US5302659A (en) | Emulsions comprising acylated amino-functional organopolysiloxane | |
| US4502889A (en) | Silicone emulsion compositions | |
| EP0339179A2 (de) | Zubereitung zum Ausrüsten von Textilfasern oder aus Textilfasern bestehenden Produkten | |
| US3046160A (en) | Process for treating paper with silicones | |
| US4152273A (en) | Soil releasable hydrophilic surface finish for textile fabrics | |
| US4978462A (en) | Compositions and process for the treatment of textiles comprising a resinous branched polyorganosiloxane and a polydiorganosiloxane in an aqueous dispersion | |
| KR100798186B1 (ko) | 발수성 텍스타일 마무리제 및 제조방법 | |
| CN100366662C (zh) | 硅氧烷mq树脂增强的硅氧烷弹性体乳液 | |
| US3748275A (en) | Process for producing emulsions of organopolysiloxanes | |
| JP6711111B2 (ja) | 皮膜形成性シリコーンエマルション組成物 | |
| US6211284B1 (en) | Highly storage-stable organopolysiloxane composition | |
| US5017297A (en) | Microemulsions for treating fibrous materials containing the reaction product of a silane and a siloxane | |
| US3868342A (en) | Process for the preparation of condensation products of silicon-containing amines with epoxide compounds | |
| US2758946A (en) | Silicone water-repellent compositions |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |