US2833022A - Method of rendering fabrics water repellent - Google Patents
Method of rendering fabrics water repellent Download PDFInfo
- Publication number
- US2833022A US2833022A US342738A US34273853A US2833022A US 2833022 A US2833022 A US 2833022A US 342738 A US342738 A US 342738A US 34273853 A US34273853 A US 34273853A US 2833022 A US2833022 A US 2833022A
- Authority
- US
- United States
- Prior art keywords
- fabric
- water repellent
- fabrics
- organosilicon
- rendering
- 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 - Lifetime
Links
- 239000004744 fabric Substances 0.000 title claims description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 13
- 230000002940 repellent Effects 0.000 title claims description 13
- 239000005871 repellent Substances 0.000 title claims description 13
- 238000009877 rendering Methods 0.000 title claims description 7
- 150000003961 organosilicon compounds Chemical class 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 12
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 8
- 150000004756 silanes Chemical class 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000001283 organosilanols Chemical class 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims 1
- -1 alkali metal salts Chemical class 0.000 description 24
- 229910052710 silicon Inorganic materials 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 3
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 239000013013 elastic material Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- MRGPHRWQEOIELX-UHFFFAOYSA-N [diacetyloxy(octadecyl)silyl] acetate Chemical compound CCCCCCCCCCCCCCCCCC[Si](OC(C)=O)(OC(C)=O)OC(C)=O MRGPHRWQEOIELX-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- ZWTJVXCCMKLQKS-UHFFFAOYSA-N diethoxy(ethyl)silicon Chemical compound CCO[Si](CC)OCC ZWTJVXCCMKLQKS-UHFFFAOYSA-N 0.000 description 1
- GAURFLBIDLSLQU-UHFFFAOYSA-N diethoxy(methyl)silicon Chemical compound CCO[Si](C)OCC GAURFLBIDLSLQU-UHFFFAOYSA-N 0.000 description 1
- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- PRGIIDRGNIQJJT-UHFFFAOYSA-N ethenyl-di(propan-2-yloxy)silane Chemical compound CC(C)O[SiH](OC(C)C)C=C PRGIIDRGNIQJJT-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- AIPVRBGBHQDAPX-UHFFFAOYSA-N hydroxy(methyl)silane Chemical compound C[SiH2]O AIPVRBGBHQDAPX-UHFFFAOYSA-N 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 125000004436 sodium atom Chemical group 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 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
Definitions
- This invention relates to a method of rendering cellulosic fabrics water repellent. e
- a cellulosicfabric is treated with an organosilicon composition, thensubjected to compressive shrinkage and thereafter heated at a temperature of at least 100 F. until the siloxane is cured.
- compressive shrinkage of the fabric may be accomplished in any convenient manner.
- the cloth may be compressed by means of stenters or by holding the fabric against a sheet of an elastic material as the surface of the sheet adjacent to the cloth is alternately expanded and contracted. As the surface of the elastic material contracts, the fabric is thereby compressed so that the weft threads are pressed close together causing the warp threads to assume a more sinuous configuration.
- Compressive shrinkage is used primarly to prevent shrinkage of cellulosic fabrics during washing.
- Organosilicon compositions which are operative in this invention include all hydrolyzable silanes, alkali metal salts of organosila'nols and siloxanes, having on the average from 1 to 2.5 monovalent hydrocarbon radi cals per silicon atom.
- the silanes which are operative herein include, for example, monomeric silanes such as dimethyldichlorosilane, monomethyltriethoxysilane, ethyldiethoxysilane, octadecyltriacetoxysilane, trimethylchlorosilane, vinyldiisopropoxysilane, phenylmethyldimethoxysilane; polymeric silanes such as methylsilazanes, methylpolysilanes containing SiSi linkages such as dimethyltetramethoxyisilane and silcarbanes such as- Me (C H O)SiCH Si(OC H )Me g and siloxanes such as methylhydrogensiloxane, 'dimethylsiloxane, monomethylsiloxane, octadecylmethylsiloxane, octadecylhydrogen siloxane, 'phenylhydrogensiloxau
- the organosilicon compounds employed in this invention can be any combination of the ab'ovedefined hydrolyzable silanes, siloxanes and tions, the cloth is usually wet with water prior to comprior to compressive shrinkage of the fabric. This can be done in any convenient manner.
- a liquid organosilicon compound or a solution or an emulsion of an organosilicon compound can be sprayed onto the fabric or the fabric can be dipped into a liquid organosilicon compound or into a solution or an emulsion of an organosilicon compound.
- the fabric may be exposed to the vapors of a volatile organosilicon compound.
- organosilicon compound applied to the fabric can be varied to suit the particular use to which the fabric is to be put. In general, satisfactory water repellency is obtained when the fabric contains from 1 alkali metal salts.
- the organosilicon compounds which are operative herein include partially hydrolyzed alkoxylated siloxanes and partially hydrolyzed alkoxylated siloxanes which contain SiSi linkages and SiCSi linkages such as those obtained by alkoxylating the distillation residue from the reaction of methylchloride and silicon.
- the preferred compounds for use in this invention are combinations of methylsiloxanes and methylhydrogensiloxanes such as those which are particularly described in U. S. Patent 2,588,365.
- the fabric After the fabric has been treated with the organosilicon compound and subjected to compressive shrinkage, it is then heated in any convenient manner at a temperature of at least F. This serves to cure the organosiloxane.
- the treated fabric is heated at temperatures of 300 F. to 450 F. or higher.
- Example 2 When the process of Example 1 is repeated except that the cloth is passed through an atmosphere of the vapors of methyldiethoxysilane and dimethyldiethoxysilane in amount of 75 parts by volume of the former and 25 parts by volume of the latter, the concentration of the vapors being such as to give a 2 percent by Weight pick-up of methylsiloxanes on the fabric, the resulting fabric is water repellent and does not shrink whenwashed.
- the method of rendering cellulosic fabrics'water repellent which comprises treating the fabrics with an organosilicon composition of the group consisting of hydrolyzable silanes, alkali metal salts or organosilanols and siloxanes, said organosilicon composition having on When a cotton fabric' is passed 1 the average from 1 to 2.5 monovalent hydrocarbon radicals per silicon atom, subjecting the fabric to mechanical compressive shrinkage and thereafter heating it at a temperature of at least 100 F. until the organosilicon compound is cured.
- a method of rendering cotton fabrics water repellent which comprises treating the fabric with a methylhydrogenpolysiloxane having on the average from 1 to 2.5 methyl groups per silicon atom, subjecting the fabric to mechanical compressive shrinkage and then heating it at a temperature of at least 100 F. until the siloxane is cured.
- a method of rendering a cotton fabric water repellent which comprises treating the fabric with an alkali metal salt of a methylsilanol, said salt having on the average from 1 to 2.5 methyl groups per silicon atom,
- the method of rendering cellulosie fabrics water repellent which comprises wetting the fabric with water, treating the fabric with an organosilicon composition of the group consisting of hydrolyzable silanes, alkali metal salts of organosilanols and siloxanes, said organo silicon composition having on the average from 1 to 2.5 monovalent hydrocarbon radicals per silicon atom, subjecting thegfabric to mechanical compressive shrinkage and thereafter heatingit at a temperature of at least 100' F. until the organosilicon compound is cured.
- organosilicon composition of the group consisting of hydrolyzable silanes, alkali metal salts of organosilanols and siloxanes, said organo silicon composition having on the average from 1 to 2.5 monovalent hydrocarbon radicals per silicon atom, subjecting thegfabric to mechanical compressive shrinkage and thereafter heatingit at a temperature of at least 100' F. until the organosilicon compound is cured.
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)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE527292D BE527292A (en, 2012) | 1953-03-16 | ||
US342738A US2833022A (en) | 1953-03-16 | 1953-03-16 | Method of rendering fabrics water repellent |
GB2230/54A GB755028A (en) | 1953-03-16 | 1954-01-25 | A process for rendering fabrics water-repellent |
FR1097096D FR1097096A (fr) | 1953-03-16 | 1954-03-15 | Procédé pour rendre les tissus hydrofuges |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US342738A US2833022A (en) | 1953-03-16 | 1953-03-16 | Method of rendering fabrics water repellent |
Publications (1)
Publication Number | Publication Date |
---|---|
US2833022A true US2833022A (en) | 1958-05-06 |
Family
ID=23343064
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US342738A Expired - Lifetime US2833022A (en) | 1953-03-16 | 1953-03-16 | Method of rendering fabrics water repellent |
Country Status (4)
Country | Link |
---|---|
US (1) | US2833022A (en, 2012) |
BE (1) | BE527292A (en, 2012) |
FR (1) | FR1097096A (en, 2012) |
GB (1) | GB755028A (en, 2012) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2961338A (en) * | 1958-05-07 | 1960-11-22 | Robbart Edward | Process for treating wool and other fibrous materials to impart water repellency and resistance to shrinkage |
US3226796A (en) * | 1963-10-22 | 1966-01-04 | Fabric Res Lab Inc | Method of manufacturing elastic fabric |
US3267549A (en) * | 1964-05-25 | 1966-08-23 | Dhj Ind Inc | Method of stabilizing textile goods |
US3306759A (en) * | 1961-12-23 | 1967-02-28 | Bayer Ag | Alkyl-hydrogen-polysiloxane emulsions |
US3419423A (en) * | 1964-10-09 | 1968-12-31 | Dow Corning | Adducts of silicon hydride polysiloxanes and hydrolyzable silanes having alkenyl radicals useful for rendering substrates water repellent |
US3423236A (en) * | 1964-10-09 | 1969-01-21 | Dow Corning | Adducts of silicon hydride polysiloxanes and silanes having alkenyl radicals |
US3438106A (en) * | 1966-08-17 | 1969-04-15 | Florence Cohn | Method of producing shrink-free knitted fabric having characteristics of elastic restorability |
US4127361A (en) * | 1976-11-29 | 1978-11-28 | S.A.E.S. Getters S.P.A. | Air-bakeable water-proof getter device and method of manufacturing same |
USRE31388E (en) * | 1975-12-12 | 1983-09-20 | Saes Getters, S.P.A. | Air-bakeable water-proof getter device and method of manufacturing |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2338983A (en) * | 1939-05-01 | 1944-01-11 | Rohm & Haas | Process of treating fabrics |
US2446864A (en) * | 1944-06-26 | 1948-08-10 | Quaker Chemical Products Corp | Composition and process for imparting durable water repellent finish to textiles |
US2474704A (en) * | 1948-06-29 | 1949-06-28 | Dow Corning | Method of rendering materials water-repellent |
US2519232A (en) * | 1946-02-09 | 1950-08-15 | American Viscose Corp | Method of rendering regenerated cellulose water-repellent |
US2566957A (en) * | 1946-05-06 | 1951-09-04 | Minnesota Mining & Mfg | Tertiary-alkoxy chlorosilanes |
-
0
- BE BE527292D patent/BE527292A/xx unknown
-
1953
- 1953-03-16 US US342738A patent/US2833022A/en not_active Expired - Lifetime
-
1954
- 1954-01-25 GB GB2230/54A patent/GB755028A/en not_active Expired
- 1954-03-15 FR FR1097096D patent/FR1097096A/fr not_active Expired
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2338983A (en) * | 1939-05-01 | 1944-01-11 | Rohm & Haas | Process of treating fabrics |
US2446864A (en) * | 1944-06-26 | 1948-08-10 | Quaker Chemical Products Corp | Composition and process for imparting durable water repellent finish to textiles |
US2519232A (en) * | 1946-02-09 | 1950-08-15 | American Viscose Corp | Method of rendering regenerated cellulose water-repellent |
US2566957A (en) * | 1946-05-06 | 1951-09-04 | Minnesota Mining & Mfg | Tertiary-alkoxy chlorosilanes |
US2474704A (en) * | 1948-06-29 | 1949-06-28 | Dow Corning | Method of rendering materials water-repellent |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2961338A (en) * | 1958-05-07 | 1960-11-22 | Robbart Edward | Process for treating wool and other fibrous materials to impart water repellency and resistance to shrinkage |
US3306759A (en) * | 1961-12-23 | 1967-02-28 | Bayer Ag | Alkyl-hydrogen-polysiloxane emulsions |
US3226796A (en) * | 1963-10-22 | 1966-01-04 | Fabric Res Lab Inc | Method of manufacturing elastic fabric |
US3267549A (en) * | 1964-05-25 | 1966-08-23 | Dhj Ind Inc | Method of stabilizing textile goods |
US3419423A (en) * | 1964-10-09 | 1968-12-31 | Dow Corning | Adducts of silicon hydride polysiloxanes and hydrolyzable silanes having alkenyl radicals useful for rendering substrates water repellent |
US3423236A (en) * | 1964-10-09 | 1969-01-21 | Dow Corning | Adducts of silicon hydride polysiloxanes and silanes having alkenyl radicals |
US3438106A (en) * | 1966-08-17 | 1969-04-15 | Florence Cohn | Method of producing shrink-free knitted fabric having characteristics of elastic restorability |
USRE31388E (en) * | 1975-12-12 | 1983-09-20 | Saes Getters, S.P.A. | Air-bakeable water-proof getter device and method of manufacturing |
US4127361A (en) * | 1976-11-29 | 1978-11-28 | S.A.E.S. Getters S.P.A. | Air-bakeable water-proof getter device and method of manufacturing same |
Also Published As
Publication number | Publication date |
---|---|
GB755028A (en) | 1956-08-15 |
BE527292A (en, 2012) | |
FR1097096A (fr) | 1955-06-29 |
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