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GB876674A - New polymerisation process - Google Patents

New polymerisation process

Info

Publication number
GB876674A
GB876674A GB23757/58A GB2375758A GB876674A GB 876674 A GB876674 A GB 876674A GB 23757/58 A GB23757/58 A GB 23757/58A GB 2375758 A GB2375758 A GB 2375758A GB 876674 A GB876674 A GB 876674A
Authority
GB
United Kingdom
Prior art keywords
vinyl
acid
acetylene
acrylamide
peroxide
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
Application number
GB23757/58A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB876674A publication Critical patent/GB876674A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C08F16/14—Monomers containing only one unsaturated aliphatic radical
    • C08F16/28—Monomers containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/52—Amides or imides
    • C08F20/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F20/60—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50—Amines
    • C08G59/54—Amino amides>
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)

Abstract

Polymers are made by polymerizing compounds that contain at least one polymerizable carbon-to-carbon double bond and at least one tertiary amino group, with the aid of a polymerization catalyst in the presence of acetylene. The compound containing the tertiary amino group may be (a) a basic amide or ester of an aliphatic a , b -unsaturated di- or monocarboxylic acid such as acrylic acid-g -diethylaminopropylamide, or methacrylic acid b -diethylamino ethyl ester; the specification contains examples of a considerable number of such amides and esters derived from acids such as acrylic, methacrylic, ethacrylic, crotonic, furylacrylic, a -chloracrylic, maleic, itaconic or fumaric acid; (b) a basic vinyl ether such as b -diethylaminoethyl, b -di-n-butyl-aminoethyl, b -morpholinoethyl, or 4-dimethylamino-phenyl-(1)-methyl vinyl ether; (c) a basic vinyl-heterocyclic compound such as a vinyl imidazole, a vinyl quinoline or a vinyl pyridine; (d) a basic vinyl-aryl compound such as a 2-, 3- or 4-di-dialkylamino styrene; or (e) an allylamine containing a tertiary amino group such as N,N-dimethylallylamine and diethylallylamine. Copolymers may be made from two or more of the above or from at least one of the above and one or more of vinyl acetate, formate, butyrate, benzoate, chloride or fluoride, a vinyl alkyl ketone, vinylidene chloride, styrene, ethyl, butyl or dodecyl acrylate, acrylonitrile, acrylamide, dihydroxyethyl acrylamide, tertiary butyl acrylamide, hexamethylolmelamine triacrylamide, isobutylene, butadiene or 2-chlorobutadiene. Polymerization may be effected in bulk, emulsion or preferably in solution in a solvent such as water, methanol, ethanol, propanol, isopropanol, acetone, methylene chloride, dichloroethane and benzene. Catalysts which may be utilized include peracetic acid, acetyl peroxide, benzoyl peroxide, benzoyl-acetyl peroxide, lauroyl peroxide, cumene, tertiary butyl or para-menthane hydroperoxide, hydrogen peroxide, a percarbonate, persulphate or perborate, a , a 1-azodiisobutyronitrile, a , a -azobis (isobutyroamidine hydrochloride) or mixtures thereof. Activators such as sulphur dioxide, sodium bisulphite, ammonium bisulphite, sodium hydrosulphite or sodium thiosulphate may also be used. The acetylene is preferably introduced by saturating the reaction mixture with acetylene gas and continuing the introduction of acetylene during the reaction. The Specification describes aqueous compositions suitable for use in coating, printing or dressing textiles, leather or paper comprising poly-acrylic acid-g -diethylaminopropylamide or a copolymer of acrylic acid-g -diethylaminopropylamide, tertiary butyl acrylamide and ethyl acrylate and (a) a commercial polyvinyl alcohol treated with a polyglycidyl ether from epichlorohydrin and 4, 41-dihydroxydiphenyldimethyl methane in which previously had been dissolved a condensation product from 1 mol octadecyl alcohol and 25-30 mols of ethylene oxide; (b) a polyglycidyl ether from ethylene glycol and epichlorohydrin; (c) a polyglycidyl ether from 1 : 4-butanediol and epichlorohydrin or (d) partially acetylated polyvinyl alcohol, propylene glycol ester of alginic acid, a condensation product of 1 mol of nonyl phenol and 9 mols of ethylene oxide, the epoxy resins of (a) and (c), and a C16-18 olefin oxide. (Examples 11 and 12).
GB23757/58A 1957-08-01 1958-07-23 New polymerisation process Expired GB876674A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH876674X 1957-08-01

Publications (1)

Publication Number Publication Date
GB876674A true GB876674A (en) 1961-09-06

Family

ID=4544468

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23757/58A Expired GB876674A (en) 1957-08-01 1958-07-23 New polymerisation process

Country Status (6)

Country Link
BE (1) BE569957A (en)
CH (1) CH358932A (en)
DE (1) DE1102400B (en)
FR (1) FR1211463A (en)
GB (1) GB876674A (en)
NL (2) NL109359C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5079303A (en) * 1988-07-15 1992-01-07 Dic-Hercules Chemicals, Inc. Surface treatment agent for paper

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1153174B (en) * 1961-07-14 1963-08-22 Roehm & Haas Gmbh Process for the production of water-soluble high-molecular products

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL65394C (en) * 1945-10-16

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5079303A (en) * 1988-07-15 1992-01-07 Dic-Hercules Chemicals, Inc. Surface treatment agent for paper

Also Published As

Publication number Publication date
FR1211463A (en) 1960-03-16
NL109359C (en)
BE569957A (en)
NL230106A (en)
CH358932A (en) 1961-12-15
DE1102400B (en) 1961-03-16

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