US3291560A - Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts - Google Patents

Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts Download PDF

Info

Publication number
US3291560A
US3291560A US243671A US24367162A US3291560A US 3291560 A US3291560 A US 3291560A US 243671 A US243671 A US 243671A US 24367162 A US24367162 A US 24367162A US 3291560 A US3291560 A US 3291560A
Authority
US
United States
Prior art keywords
fibers
vinyl
wool
peroxide
monomer
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
Application number
US243671A
Other languages
English (en)
Inventor
Machell Greville
Manuel A Thomas
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.)
Deering Milliken Research Corp
Milliken Research Corp
Original Assignee
Milliken Research Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to NL301459D priority Critical patent/NL301459A/xx
Application filed by Milliken Research Corp filed Critical Milliken Research Corp
Priority to US243671A priority patent/US3291560A/en
Priority to GB47714/63A priority patent/GB1067494A/en
Priority to FR955804A priority patent/FR1387915A/fr
Priority to CH1484363A priority patent/CH461425A/fr
Priority to DE19631444052 priority patent/DE1444052A1/de
Priority to BE640927A priority patent/BE640927A/xx
Priority to LU44983D priority patent/LU44983A1/xx
Application granted granted Critical
Publication of US3291560A publication Critical patent/US3291560A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
    • H01H85/00—Protective devices in which the current flows through a part of fusible material and this current is interrupted by displacement of the fusible material when this current becomes excessive
    • H01H85/02—Details
    • H01H85/26—Magazine arrangements
    • H01H85/28—Magazine arrangements effecting automatic replacement
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06B—TREATING TEXTILE MATERIALS USING LIQUIDS, GASES OR VAPOURS
    • D06B5/00—Forcing liquids, gases or vapours through textile materials to effect treatment, e.g. washing, dyeing, bleaching, sizing impregnating
    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/02—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials on to materials of natural origin
    • D06M14/06—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials on to materials of natural origin of animal origin, e.g. wool or silk
    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
    • D06M14/20—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of natural origin
    • D06M14/24—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of natural origin of animal origin, e.g. wool or silk
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06B—TREATING TEXTILE MATERIALS USING LIQUIDS, GASES OR VAPOURS
    • D06B2700/00—Treating of textile materials, e.g. bleaching, dyeing, mercerising, impregnating, washing; Fulling of fabrics
    • D06B2700/18—Passing liquid through fibrous materials in closed containers with a form not determined by the nature of the fibrous material

Definitions

  • Yet another object of this invention is to provide such a process wherein said compounds are applied uniformly to the keratin fibers being treated.
  • Wool fibers are generally treated with an aqueous solution of the desired monomer or low polymer in the presence of a catalyst system capable of inducing polymerization thereof.
  • the catalyst system most generally used is a redox catalyst system composed of a reducing agent and an oxidizing agent.
  • the prior art teaches that wool fibers should be impregnated with one of these catalyst components and then contacted with the monomer and the other catalyst component, in the belief that the monomer will polymerize in a solution containing both catalyst components. This in fact does occur in many of the prior art immersion baths. For some reason, again unexplainable, the expected polymerization does not occur when a single system containing the desired monomer and all catalyst components is applied to wool fibers under the conditions of flow utilized in accordance with this invention. This characteristic of the invention, therefore, constitutes a distinct advantage of this invention over the prior art immersion techniques in that far superior control of the process is possible when all components can be added from a single bath.
  • the preferred redox catalyst system is composed of a reducing agent and an oxidizing agent initiator, the interaction of which provides free radicals which cause polymerization of the monomeric or low polymeric material with the keratin substrate.
  • organic peroxide initiators that can be employed are the following: tetralin hydroperoxide, tert.-butyl diperphthalate, cumene hydroperoxide, tert.- butyl perbenzoate, 2,4-dichlorobenzoyl peroxide, urea peroxide, caprylyl peroxide, p-chlorobenzoyl peroxide, 2,2-bis(tert.-butyl peroxy) butane, hydroxyheptyl peroxide, diperoxide of benzaldehyde.
  • each wool sample treated is scoured by immersing in or having passed therethrough in the package dye machine, an aqueous solution containing 0.5% on the weight of wool of surfonic N-95, anon-ionic surface active agent and 1.5% onthe weight of wool of glacial acetic acid. After scouring for 20 minutes at 140 F. the sample is rinsed in water at F. for 10-15 minutes. Deionized water is used in preparing all aqueous media.
  • fabrics of improved handle can be provided by treating fibers in generally lose form and processing them into fabrics.
  • This process can be greatly improved by conducting the process under certain conditions of forced flow.
  • the small amounts, or absence, of homopolymer when these processes are conducted under certain conditions of flow eliminates the necessity for conducting extraction techniques,
  • a process for modifying the characteristics of continuous lengths of loose, non-woven textile fibers which are confined in a given configuration throughout the modification comprising providing a solution of a compound containing the group and a fibrous substrate; forcing said solution at a rate substantially greater than that possible as a result of merely refluxing said fibers in said solution through said fibrous substrate unidirectionally, intermittently back and forth throughout the process, said process being conducted in the presence of a chemical catalyst for the polymerization of said compound.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
US243671A 1962-12-10 1962-12-10 Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts Expired - Lifetime US3291560A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
NL301459D NL301459A (da) 1962-12-10
US243671A US3291560A (en) 1962-12-10 1962-12-10 Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts
FR955804A FR1387915A (fr) 1962-12-10 1963-12-03 Nouveau procédé pour modifier les caractéristiques des fibres de kératine
GB47714/63A GB1067494A (en) 1962-12-10 1963-12-03 Treatment of textile fibres
CH1484363A CH461425A (fr) 1962-12-10 1963-12-04 Procédé pour perfectionner des fibres textiles par greffage d'un composé vinylique
DE19631444052 DE1444052A1 (de) 1962-12-10 1963-12-06 Verfahren zum Modifizieren von Textilfasern
BE640927A BE640927A (da) 1962-12-10 1963-12-06
LU44983D LU44983A1 (da) 1962-12-10 1963-12-10

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US243671A US3291560A (en) 1962-12-10 1962-12-10 Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts

Publications (1)

Publication Number Publication Date
US3291560A true US3291560A (en) 1966-12-13

Family

ID=22919647

Family Applications (1)

Application Number Title Priority Date Filing Date
US243671A Expired - Lifetime US3291560A (en) 1962-12-10 1962-12-10 Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts

Country Status (7)

Country Link
US (1) US3291560A (da)
BE (1) BE640927A (da)
CH (1) CH461425A (da)
DE (1) DE1444052A1 (da)
GB (1) GB1067494A (da)
LU (1) LU44983A1 (da)
NL (1) NL301459A (da)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3457028A (en) * 1962-12-06 1969-07-22 Deering Milliken Res Corp Modifying keratinic fibers with solutions containing unsaturated monomers and redox catalysts while maintaining a shear force on said solutions
US3475114A (en) * 1962-12-06 1969-10-28 Deering Milliken Res Corp Modification of keratin fibers with ethylenically unsaturated compounds in the presence of aqueous solutions of fiber swelling agents
US3633591A (en) * 1969-05-29 1972-01-11 Colgate Palmolive Co Treatment of keratinous substrates with a reducing agent and thereafter an oxidizing solution of a vinyl monomer
US3634022A (en) * 1969-05-29 1972-01-11 Colgate Palmolive Co Form-setting keratin substrates by a chemical treatment involving a vinyl monomer
US3909195A (en) * 1962-12-06 1975-09-30 Deering Milliken Res Corp Process of modifying textile materials with polymerizable monomers
US4743267A (en) * 1982-06-21 1988-05-10 International Yarn Corporation Of Tennessee Process for improving polymer fiber properties and fibers produced thereby
US20080066773A1 (en) * 2006-04-21 2008-03-20 Anderson Daniel G In situ polymerization for hair treatment
US11912959B2 (en) 2019-04-30 2024-02-27 Schreiber Gmbh Boron-free impregnating solution for a wick and boron-free wick

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3457028A (en) * 1962-12-06 1969-07-22 Deering Milliken Res Corp Modifying keratinic fibers with solutions containing unsaturated monomers and redox catalysts while maintaining a shear force on said solutions
US3475114A (en) * 1962-12-06 1969-10-28 Deering Milliken Res Corp Modification of keratin fibers with ethylenically unsaturated compounds in the presence of aqueous solutions of fiber swelling agents
US3909195A (en) * 1962-12-06 1975-09-30 Deering Milliken Res Corp Process of modifying textile materials with polymerizable monomers
US3633591A (en) * 1969-05-29 1972-01-11 Colgate Palmolive Co Treatment of keratinous substrates with a reducing agent and thereafter an oxidizing solution of a vinyl monomer
US3634022A (en) * 1969-05-29 1972-01-11 Colgate Palmolive Co Form-setting keratin substrates by a chemical treatment involving a vinyl monomer
US3676550A (en) * 1969-05-29 1972-07-11 Colgate Palmolive Co Modification of reduced keratinous substrates with a vinyl monomer
US4743267A (en) * 1982-06-21 1988-05-10 International Yarn Corporation Of Tennessee Process for improving polymer fiber properties and fibers produced thereby
US20080066773A1 (en) * 2006-04-21 2008-03-20 Anderson Daniel G In situ polymerization for hair treatment
US11912959B2 (en) 2019-04-30 2024-02-27 Schreiber Gmbh Boron-free impregnating solution for a wick and boron-free wick
EP3963027B1 (de) * 2019-04-30 2024-08-28 Schreiber GmbH Borfreier docht und verfahren zu dessen herstellung

Also Published As

Publication number Publication date
GB1067494A (en) 1967-05-03
NL301459A (da)
LU44983A1 (da) 1964-02-11
CH461425A (fr) 1968-10-31
DE1444052A1 (de) 1969-07-24
BE640927A (da) 1964-04-01
CH1484363A4 (da) 1968-05-15

Similar Documents

Publication Publication Date Title
US3909195A (en) Process of modifying textile materials with polymerizable monomers
US2406454A (en) Treatment of paper or textile fabrics
US3459696A (en) Water-repellent compositions
US3291560A (en) Method of forming polymers on fibrous substrates through high velocity impingement with solutions containing unsaturated monomers and chemical catalysts
US3395970A (en) Method of carbonizing polyacrylonitrile impregnated cellulose, cyanoethylated cellulose and acrylonitrile graft copolymerized cellulose textiles
KR960001848B1 (ko) 불화한 단위체에 의한 고분자물질의 방수를 보장하는 그라프방법 및 수득한 물질
US3297786A (en) Method of graft polymerizing onto hydrophobic substrates
US3475114A (en) Modification of keratin fibers with ethylenically unsaturated compounds in the presence of aqueous solutions of fiber swelling agents
US4743267A (en) Process for improving polymer fiber properties and fibers produced thereby
GB929468A (en) Crease-proofing and shrink-proofing of cellulosic textile materials
US2988417A (en) Process for crease-proofing cellulosic fabrics
US4309560A (en) Modifier for fibers or fibrous structures
Frick Jr et al. Flame-Resistant Cotton Fabrics: An Emulsion Treatment Using an Organic Phosphorus-Bromine Polymer
US3481682A (en) Modifying keratinic fibers with unsaturated sulfonic acids and blending fibers so modified with fibers having different dye affinity to obtain products which are differentially dyeable
US3583855A (en) Modification of keratinic fibers with ethylenically unsaturated compounds
US3222119A (en) Process for treating cellulosic textile materials with bis(beta-methoxyethyl) sulfone
US3437420A (en) Keratin fibers modified with combination of hard polymer forming and soft polymer forming monomers to improve quality of knitted goods made therewith
US3457027A (en) Improving the crimpability of keratinous fibers by reacting same with a vinyl aromatic compound in combination with an acrylic ester
US3068060A (en) Treatment of cellulose textiles with phosphoramides
US3457028A (en) Modifying keratinic fibers with solutions containing unsaturated monomers and redox catalysts while maintaining a shear force on said solutions
EP0129322B1 (en) Method of treating wool
US4077771A (en) Process for treating fibrous material
US3495930A (en) Chemically catalyzed polymerization of unsaturated monomers containing both electrophilic and nucleophilic groups on keratin fibers
JPS6017869B2 (ja) 繊維又は繊維構造物の加工法
US3488139A (en) Textile treating process