US3812201A - Textile finishing composition and process - Google Patents

Textile finishing composition and process Download PDF

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Publication number
US3812201A
US3812201A US00229482A US22948272A US3812201A US 3812201 A US3812201 A US 3812201A US 00229482 A US00229482 A US 00229482A US 22948272 A US22948272 A US 22948272A US 3812201 A US3812201 A US 3812201A
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United States
Prior art keywords
composition
resins
textile
resin
fabric
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Expired - Lifetime
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US00229482A
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English (en)
Inventor
A Bey
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Corning Inc
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Corning Inc
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Filing date
Publication date
Application filed by Corning Inc filed Critical Corning Inc
Priority to US00229482A priority Critical patent/US3812201A/en
Priority to CA157,408A priority patent/CA1005183A/en
Priority to AU49382/72A priority patent/AU468734B2/en
Priority to IT33434/72A priority patent/IT972787B/it
Priority to JP48010646A priority patent/JPS4896899A/ja
Priority to DE19732307622 priority patent/DE2307622B2/de
Priority to AT146973A priority patent/AT353218B/de
Priority to NL7302388.A priority patent/NL157674B/xx
Priority to CH268373A priority patent/CH588592B5/xx
Priority to FR7306487A priority patent/FR2173249B1/fr
Priority to BE795864D priority patent/BE795864A/xx
Priority to CH268373D priority patent/CH268373A4/xx
Priority to GB889773A priority patent/GB1425858A/en
Application granted granted Critical
Publication of US3812201A publication Critical patent/US3812201A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • D06M15/39—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
    • D06M15/6433—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing carboxylic groups
    • 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
    • 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
    • D06M15/653—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain modified by isocyanate compounds
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S525/906—Polysulfone
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S525/908—Polymer containing a hydantoin group

Definitions

  • Another object of this invention is to provide a composition and process for finishing textiles which imparts wash and wear properties thereto and which also imparts better flat appearance.
  • This invention also has as an object the provision of a textile finishing composition and process which imparts wash and wear properties to the textile with less durable press resin being required than if it were used alone.
  • any of the well known durable press resins can be used in the composition of this invention.
  • examples of such resins include the urea formaldehyde resins, melamineformaldehyde resins, dimethylolethylene urea resins, dimethylolpropylene urea resins, methylol imidazolidone resins, dimethylol dihydroxyethylene urea resins, glyoxal diurein resins, tetra-methoxymethyl dimethylene diureide resins, dimethylol uron resins, dimethylol-ethyl triazone resins, formaldehyde resins, glyoxal resins, methylol dimethyl hydantoin resins, epoxide resins, vinyl cyclohexene dioxide resins, 1:2 dichloropropanol resins, 1:3 dichloro- 2-propanol resins, pyridinium salt of ethylene bis-chloromethyl ether resins, tris
  • the composition of this invention can contain from 50 to 99% by weight of the durable press resin, but preferably contains from 70 to 97%.
  • the durable press resins commercially, are available neat or as pastes and creams in a carrier.
  • the durable press resins can be incorporated into the composition of this invention via any of the aforementioned forms, however, the amounts referred to above are with respect to the resin per se.
  • the carboxy functional siloxanes useful in this invention are well known types of materials whose general description and methods of preparation have been set forth in various places in the literature. Best results are believed to be obtained with a siloxane compolymer consisting essentially of about to 99 (preferably to 99) mole percent of units wherein R is selected from the group consisting of hydrocarbon, halohydrocarbon, cyanohydrocarbon, isocyanohydrocarbon, hydroxyhydrocarbon, mercaptohydrocarbon, etherhydrocarbon, esterhydrocarbon, thioetherhydrocarbon, thioesterhydrocarbon and nitrohydrocarbon radicals, and n has a value from 0 to 3, and about 1 to 25 (preferably 1 to 10) mole percent of R radical being ones wherein at least one of the R radicals is a methyl radical, at least 90 mole percent of all the siloxanes units in the copolymer having a degree of substitution of 2, and said siloxane copolymer having an overall degree of substitution in the
  • the composition of this invention can contain from 1 to 50% by weight of the carboxy functional siloxane, but preferably contains from 3 to 30%
  • the carboxy functional siloxanes employed herein can be used neat or in the form of a solution in an organic solvent or water. In the case of aqueous solutions, they can be mechanical emulsions of the siloxane copolymer or the emulsions obtained as a result of preparing the siloxane copolymer by emulsion polymerization. Preparation of these carboxy functional siloxane copolymers and the various types of solutions thereof are well known by those skilled in the art and will not be described in further detail here.
  • R radicals which can be present in the siloxane are the methyl, ethyl, propyl, butyl, amyl,
  • R radical contain from 1 to 18 carbon atoms.
  • divalent linking group R is the methylene, ethylene, propylene, hexamethylene, decamethylene, -CH CH(CH )CH phenyl, naphthylene, C H CH C H -CH --C H.,C H -CH radicals. It is preferred that the R' radical contain from 2 to 10 carbon atoms.
  • composition of this invention can be applied to the textile to be treated in the same manner and using the same equipment as presently used for durable press resins alone. This is of great benefit to textile finishers as no new equipment need be purchased, and no radically new processing techniques need be learned by them. Of course, other methods of applying the composition to the textile can be used if so desired.
  • compositions of this invention are best applied to the textile as a solution in a suitable organic solvent or as an aqueous emulsion.
  • compositions and process of this invention can be used in conjunction with any textile but the advantages thereof are mostly readily apparent with certain types of textile. For example, improvement in flat appearance is best seen with lightweight materials such as batiste or shirtweight materials such as cotton/polyester blends whereas the ability to reduce the durable press resin needed is best seen with mediumweight materials such as poplin.
  • a textile finishing composition was prepared which consisted essentially of 100 pounds of ethylene urea durable press resin (Proctor EU-SO), 24 pounds of magnesium chloride curing agent for the resin, 2 pounds of a nonionic polyether surfactant (Dexopal 555), 270 pounds of water, and 16 pounds of an emulsion consisting essentially of 35% of a siloxane copolymer consisting essentially of about 97.5 mole percent (CH SiO units and about 2.5 mole percent (CH )HOOCCH SCH CH S1O units, 2% of the ammonium salt of dodecylbenzenesulfonic acid, and 63% water.
  • This composition was prepared by adding the surfactant to half the water, then adding the resin, next adding the siloxane emulsion, and finally adding the curing agent in the remaining amount of water. Continuous mild agitation was used during mix- Ihe above prepared composition was applied to about 100 yards each of nine difierent styles of polyester/cotton, lightweight fabrics, which ranged from batiste weight to dress good weight. In some of these fabrics the poly ester/cotton ratio was 65/35 and in others 50/50. The fabrics were padded single dip, dried in a foot frame at a speed of about yards per minute at temperature stages of 300, 330 and 360 F.
  • the hand of the fabrics treated by the above process was extremely desirable.
  • the average flat appearance of the fabrics without any treatment (AATCC Test Method 124-1967) was 1.8 after one wash and less than 3.0 after five washes whereas the treated fabrics averaged 3.7 after one wash and 4.2 after five washes.
  • a textile finishing composition was prepared which consisted essentially of 100 pounds of ethylene urea durable press resin (Proctor EU-SOLF), 20 pounds of zinc chloride curing catalyst for the resin, 2 pounds of a nonionic surfactant (Actopal RS-l), 260 pounds of water, and 16 pounds of the siloxane copolymer emulsion used in Example 1.
  • This formulation was designed to give about a 1% pick up of the siloxane copolymer based on the dry weight of the fabric on the average fabric run.
  • the above composition was applied tovarious shirt fabrics running from lightweight batiste to mediumweight oxford weave fabrics.
  • the fabrics were dipped and nipped once. The speed of operation was about yards per minute. After treatment the fabrics were dried in a 110 foot frame at the foregoing speed at temperature stages of 300, 330 and 360 F. for about /2 a minute.
  • the gabricir were then cured in a box for 1% minutes at In Table I below the results of various tests conducted on the above treated fabrics are set forth.
  • Fabric A was a white 65/35 polyester/cotton oxford.
  • Fabric B was a gray 100% filament polyester (Fortrel).
  • Fabric C was a light blue 50/50 polyester/cotton material.
  • Fabric D was a sky blue 50/50 polyester/cotton material.
  • Fabric E was a burgundy 50/50 polyester/cotton material. Flat appear ance was measured according to AATCC Test Method 124-1967. Results of this test are an average of nine evaluations. Flex Abrasion was measured according to ASTM Test D1175-64T. Tear was measured according to ASTM Test D1424-63. Wrinkle Recovery was measured according to AATCC Test 66-1968. Handle, which is a subjective test, is reported in Table II.
  • vig y ssroft, smooth, full, and very good Dry, soft, full, and good body. Dry, soft, slightly smooth, full, and good 0 D Soft), ssome dryness, full, and very good Dry, soft, slightly smooth, full, and good Dgy, s oft, slightly smooth, full, and good o y. o E Dry, soft, smooth, full, and good body-.. Dry, soft, full, andgood body Dry, goft, full, and good body.
  • Composition C con- 38% 3,12% 18; g sisted essentially of about 1.5% carboxyfunctional silox- "i ane of composition A, about 83.2% water, about 0.3% :lggaggflgg; ggfigi? of a surfactant, about 12.5% of the glyoxal durable press resin of composition B, and about 2.5% of zinc nitrate curing agent for the durable press resin.
  • compositions were padded onto a 50/50 polyester/cotton fabric, dried, and then cured for three EXAMPLE 5 minutes at 330 F.
  • the fabric was then evaluated using Th compositions d ib d i T b VI below were various tests descnbed 1n Example 2.
  • the test results are prepared 'and applied to a 100% cotton fabric using the set forth in Table III. process described in Example 4.
  • the physical properties TABLE 111 of the fabrics were then evaluated using the the tests Flex wrinkle set forth in Example 2.'Results of; the evaluations are set abrasion recovery
  • Tensile forth m Table VII For all footnotes for Tables VI and Fabric treatment (cycles) (grams) (degrees) (pounds) 40 VII ee Table IV a d V,
  • HOKCHOzSlOhfl CH3HO0OCHCHIS10 ⁇ 11H HO (CH1) 231 195i (CH1) HOOCCHICHISCHzCHzSlO )5H CH: CH; H0O CCHzSCHzCHzlO (CHJhslO aoiCHrCI-IgS CHzCO OH JgH 35E;
  • a composition consisting essentially of about 50 to 99% by weight of a durable press resin selected from the group consisting of urea-formaldehyde, melamineformaldehyde, ethylene urea, dimethylolethylene urea, dimethylolpropylene urea, methylol imidazolidone, dimethylol dihydroxyethylene urea, glyoxal diurein, tetramethoxymethyl dimethylene diureide, dimethylol uron, dimethylol-ethyl triazone, formaldehyde, glyoxal, methylol dirnethyl hydantoin, epoxide resins, vinyl cyclohexene dioxide, 1:2 dichloropropanol, 1:3 dichloro-Z-propanol, pyridiniurn salt of ethylene bis-chloromethyl ether, tris-( laziridinyl) phosphine oxide, divinyl sul
  • composition as defined in claim 2 wherein (A) consists essentially of (CH SiO units and (B) consists essentially of (CH )HOOCCH SCH CH SiO units.
  • composition as defined in claim 3 wherein the durable press resin is an ethylene urea.
  • composition as defined in claim 3 wherein the durable press resin is a methylol imidazolidone.
  • a process for finishing a textile comprising applying as the finish a composition consisting essentially of a durable press resin and a carboxy functional siloxane as defined in claim 2, the finish composition being applied to the textile in an amount such that there is a pick up on the textile, based on the weight of the textile, of 5 to 25% by weight of the durable press resin and 0.25 to 5% by weight of the carboxy functional siloxane.
  • the durable press resin is a methylol imidazolidone and the siloxane 10 consists essentially of (A) about 90 to 99 mole percent (CH SiO units and (B) about 1 to 10 mole percent (CH )HOOCCH SCH CH SiO units.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US00229482A 1972-02-25 1972-02-25 Textile finishing composition and process Expired - Lifetime US3812201A (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
US00229482A US3812201A (en) 1972-02-25 1972-02-25 Textile finishing composition and process
CA157,408A CA1005183A (en) 1972-02-25 1972-11-24 Textile finishing composition and process
AU49382/72A AU468734B2 (en) 1972-02-25 1972-11-29 Composition and process for durable press finish
IT33434/72A IT972787B (it) 1972-02-25 1972-12-22 Composizione e processo per l ap pretto o finissaggio dei tessuti
JP48010646A JPS4896899A (enrdf_load_stackoverflow) 1972-02-25 1973-01-25
DE19732307622 DE2307622B2 (de) 1972-02-25 1973-02-16 Ausruestungsmittel fuer textilien und verfahren zum ausruesten von textilien
AT146973A AT353218B (de) 1972-02-25 1973-02-20 Verfahren zur dauerhaften buegelfreiausruestung von textilien und mittel zur durchfuehrung des verfahrens
NL7302388.A NL157674B (nl) 1972-02-25 1973-02-21 Werkwijze voor het bereiden van een mengsel van een hars dat als verknopingsmiddel voor cellulosemoleculen functioneert en een organopolysiloxan en een werkwijze voor het appreteren van textielprodukten met dit mengsel.
CH268373A CH588592B5 (enrdf_load_stackoverflow) 1972-02-25 1973-02-23
FR7306487A FR2173249B1 (enrdf_load_stackoverflow) 1972-02-25 1973-02-23
BE795864D BE795864A (fr) 1972-02-25 1973-02-23 Composition et procede pour le finissage de textiles
CH268373D CH268373A4 (enrdf_load_stackoverflow) 1972-02-25 1973-02-23
GB889773A GB1425858A (en) 1972-02-25 1973-02-23 Textile finishing composition and process

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Application Number Priority Date Filing Date Title
US00229482A US3812201A (en) 1972-02-25 1972-02-25 Textile finishing composition and process

Publications (1)

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US3812201A true US3812201A (en) 1974-05-21

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US00229482A Expired - Lifetime US3812201A (en) 1972-02-25 1972-02-25 Textile finishing composition and process

Country Status (12)

Country Link
US (1) US3812201A (enrdf_load_stackoverflow)
JP (1) JPS4896899A (enrdf_load_stackoverflow)
AT (1) AT353218B (enrdf_load_stackoverflow)
AU (1) AU468734B2 (enrdf_load_stackoverflow)
BE (1) BE795864A (enrdf_load_stackoverflow)
CA (1) CA1005183A (enrdf_load_stackoverflow)
CH (2) CH268373A4 (enrdf_load_stackoverflow)
DE (1) DE2307622B2 (enrdf_load_stackoverflow)
FR (1) FR2173249B1 (enrdf_load_stackoverflow)
GB (1) GB1425858A (enrdf_load_stackoverflow)
IT (1) IT972787B (enrdf_load_stackoverflow)
NL (1) NL157674B (enrdf_load_stackoverflow)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3980729A (en) * 1974-06-19 1976-09-14 Shin-Etsu Chemical Company Limited Silicone resin compositions
US4011362A (en) * 1974-04-01 1977-03-08 Dow Corning Corporation Metal substrates with carboxyfunctional siloxane release coatings
US4311626A (en) * 1980-09-25 1982-01-19 Toray Silicone Company, Ltd. Silicone compositions for the treatment of fibers
US4477514A (en) * 1983-11-14 1984-10-16 Dow Corning Corporation Method for treating cellulosic textile fabrics with aqueous emulsions of carboxyfunctional silicone fluids
US4501619A (en) * 1983-11-14 1985-02-26 Dow Corning Corporation Aqueous emulsions of carboxyl-containing silicone fluids and a method for their preparation
US4702953A (en) * 1984-05-15 1987-10-27 Bayer Aktiengesellschaft Laminates of polyhydantoins
US4857212A (en) * 1987-04-24 1989-08-15 Toray Silicone Co., Ltd. Fiber-treating composition comprising microemulsion of carboxy-substituted siloxane polymer and use thereof
WO1998010648A1 (en) * 1996-09-13 1998-03-19 The Regents Of The University Of California Durable and regenerable microbiocidal textiles
WO1999058758A1 (en) * 1998-05-11 1999-11-18 The Procter & Gamble Company Durable press/wrinkle-free process
US6241783B1 (en) 1996-09-13 2001-06-05 The Regents Of The University Of California Formaldehyde scavenging in microbiocidal articles
US6309796B1 (en) * 1997-08-06 2001-10-30 Shin-Etsu Chemical Co., Ltd. High molecular weight silicone compounds resist compositions, and patterning method
US20040127667A1 (en) * 2002-06-14 2004-07-01 Worley Shelby D. N-halamine siloxanes for use in biocidal coatings and materials
US6962608B1 (en) 2002-10-01 2005-11-08 The Regents Of The University Of California Regenerable antimicrobial polymers and fibers with oxygen bleaches

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0109214B1 (en) * 1982-11-16 1986-06-25 Dow Corning Limited Organosiloxane polymers and treatment of fibres therewith
EP0360383A3 (en) * 1988-09-21 1991-12-11 International Paper Company Resilient cotton fiber and related method

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE523009A (enrdf_load_stackoverflow) * 1952-09-23
FR1297502A (fr) * 1960-08-15 1962-06-29 Thomson Houston Comp Francaise Compositions imperméabilisantes
US3379564A (en) * 1965-01-07 1968-04-23 Du Pont Method of coating a synthetic polymeric material by cross-linking a polysiloxane containing 2-cyanoethyl and 2-carboxyethyl groups

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4011362A (en) * 1974-04-01 1977-03-08 Dow Corning Corporation Metal substrates with carboxyfunctional siloxane release coatings
US3980729A (en) * 1974-06-19 1976-09-14 Shin-Etsu Chemical Company Limited Silicone resin compositions
US4311626A (en) * 1980-09-25 1982-01-19 Toray Silicone Company, Ltd. Silicone compositions for the treatment of fibers
US4477514A (en) * 1983-11-14 1984-10-16 Dow Corning Corporation Method for treating cellulosic textile fabrics with aqueous emulsions of carboxyfunctional silicone fluids
US4501619A (en) * 1983-11-14 1985-02-26 Dow Corning Corporation Aqueous emulsions of carboxyl-containing silicone fluids and a method for their preparation
EP0146756A1 (en) * 1983-11-14 1985-07-03 Dow Corning Corporation Aqueous emulsions of carboxyl-containing silicone fluids and a method for their preparation
US4702953A (en) * 1984-05-15 1987-10-27 Bayer Aktiengesellschaft Laminates of polyhydantoins
US4857212A (en) * 1987-04-24 1989-08-15 Toray Silicone Co., Ltd. Fiber-treating composition comprising microemulsion of carboxy-substituted siloxane polymer and use thereof
US6241783B1 (en) 1996-09-13 2001-06-05 The Regents Of The University Of California Formaldehyde scavenging in microbiocidal articles
WO1998010648A1 (en) * 1996-09-13 1998-03-19 The Regents Of The University Of California Durable and regenerable microbiocidal textiles
US5882357A (en) * 1996-09-13 1999-03-16 The Regents Of The University Of California Durable and regenerable microbiocidal textiles
US6077319A (en) * 1996-09-13 2000-06-20 The Regents Of The University Of California Processes for preparing microbiocidal textiles
US6730453B2 (en) 1997-08-06 2004-05-04 Shin Etsu Chemical Co., Ltd. High molecular weight silicone compounds, resist compositions, and patterning method
US6309796B1 (en) * 1997-08-06 2001-10-30 Shin-Etsu Chemical Co., Ltd. High molecular weight silicone compounds resist compositions, and patterning method
US20020058205A1 (en) * 1997-08-06 2002-05-16 Mutsuo Nakashima High molecular weight silicone compounds, resist compositions, and patterning method
WO1999058758A1 (en) * 1998-05-11 1999-11-18 The Procter & Gamble Company Durable press/wrinkle-free process
US20040127667A1 (en) * 2002-06-14 2004-07-01 Worley Shelby D. N-halamine siloxanes for use in biocidal coatings and materials
US6969769B2 (en) 2002-06-14 2005-11-29 Vanson Halosource, Inc. N-halamine siloxanes for use in biocidal coatings and materials
US20080003438A1 (en) * 2002-06-14 2008-01-03 Auburn University Heterocyclic siloxanes for use in biocidal coatings and materials
US6962608B1 (en) 2002-10-01 2005-11-08 The Regents Of The University Of California Regenerable antimicrobial polymers and fibers with oxygen bleaches

Also Published As

Publication number Publication date
CH268373A4 (enrdf_load_stackoverflow) 1976-10-15
AT353218B (de) 1979-11-12
CH588592B5 (enrdf_load_stackoverflow) 1977-06-15
NL7302388A (enrdf_load_stackoverflow) 1973-08-28
CA1005183A (en) 1977-02-08
AU4938272A (en) 1974-05-30
FR2173249A1 (enrdf_load_stackoverflow) 1973-10-05
JPS4896899A (enrdf_load_stackoverflow) 1973-12-11
AU468734B2 (en) 1976-01-22
DE2307622A1 (de) 1973-09-13
NL157674B (nl) 1978-08-15
IT972787B (it) 1974-05-31
DE2307622B2 (de) 1976-04-29
FR2173249B1 (enrdf_load_stackoverflow) 1978-08-04
GB1425858A (en) 1976-02-18
BE795864A (fr) 1973-08-23
ATA146973A (de) 1979-04-15

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