GB979868A - Organic polymeric structures - Google Patents

Organic polymeric structures

Info

Publication number
GB979868A
GB979868A GB8040/63A GB804063A GB979868A GB 979868 A GB979868 A GB 979868A GB 8040/63 A GB8040/63 A GB 8040/63A GB 804063 A GB804063 A GB 804063A GB 979868 A GB979868 A GB 979868A
Authority
GB
United Kingdom
Prior art keywords
hydroxy
methacrylate
methacryloxybenzophenone
acryloxy
hexadecyl
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
GB8040/63A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB979868A publication Critical patent/GB979868A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D133/00Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04Homopolymers or copolymers of esters
    • C09D133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062Copolymers with monomers not covered by C09D133/06
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00Homopolymers 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
    • C08F20/02Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10Esters
    • C08F20/12Esters of monohydric alcohols or phenols
    • C08F20/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04Coating
    • C08J7/0427Coating with only one layer of a composition containing a polymer binder
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04Coating
    • C08J7/043Improving the adhesiveness of the coatings per se, e.g. forming primers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2433/00Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers

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)

Abstract

Copolymers are made which comprise 20 to 90 mole per cent of a monoacrylic ester of the formula: <FORM:0979868/C3/1> wherein R1 is methyl, <FORM:0979868/C3/2> OR5 or <FORM:0979868/C3/3> R2 is hydrogen or methyl, R3 and R4 are each hydrogen, halogen, alkyl or alkoxy, R5 is a C1-C4 alkyl group, Y is hydrogen when R1 is a 2-hydroxyphenyl group, and hydroxy when it is not, Z is <FORM:0979868/C3/4> or -CH2-CO-R6, and R6 is alkyl or phenyl and in which the benzene nuclei may be mono- or di-substituted with halogen, alkyl or alkoxy substituents, and with 10 to 80 mole per cent of either a combination of from 50 to 90 mole per cent of vinylidene chloride and 10 to 50 mole per cent of an acrylic ester of the formula CH2=CR7-COOR8, or an acrylic ester of the formula CH2=CR7-COOR9, wherein R7 is hydrogen or methyl, R8 is a C2-C22 alkyl group and R9 is a C12-C22 alkyl group. The copolymers are prepared by copolymerizing the monomers either in solution, e.g. benzene, or in aqueous emulsion containing an emulsifier, e.g. sodium lauryl sulphate. Suitable initiators of polymerization are azobisisobutyronitrile, and a mixture of ammonium persulphate and sodium thiosulphate. Other azo and peroxy initiators are listed, as are co-ordination catalysts of the type described in Specification 783,487. The resulting copolymers are used to protect other polymers against the action of ultra-violet light, and for this purpose may be coated upon or blended with the light-susceptible polymers, e.g. polyethylene, polypropylene, polybutene and ethylene-propylene copolymer. The examples describe the copolymerization of vinylidene chloride with (1) 4-acryloxy -2- hydroxy-benzophenone and lauryl methacrylate, (2) 4-acryloxy -2- hydroxybenzophenone and ethyl acrylate, (3) 2-hydroxy-21-methacryloxy-benzophenone and 2-ethylhexyl methacrylate, (4) 2-hydroxy -4- methacryloxybenzophenone and hexadecyl methacrylate, (5) 4-acryloxy -2- hydroxybenzophenone and dodecyl methacrylate, (6) 2-hydroxy -4- methacryloxy-benzophenone and octadecyl methacrylate, and the copolymerization of (7) 4-methacryloxy -2- hydroxybenzophenone and stearyl methacrylate, (8) 2-hydroxy -4- methacryloxybenzophenone and hexadecyl acrylate, (9) 2-hydroxy -21- acryloxy-benzophenone and docosanyl acrylate, (10) 2-hydroxy -41- methacryloxybenzophenone and octadecyl or stearyl methacrylate, (11) methyl -2. hydroxy -4- acryloxybenzoate and hexadecyl methacrylate, and (12) o-methacryloxybenzoyl benzoyl methane and tetradecyl methacrylate.ALSO:Polyolefin films are protected against the action of ultra-violet light by applying thereto a coating of a copolymer of an alkyl ester of acrylic or methacrylic acid, an acryloxy or methacryloxy aromatic monomer which confers resistance to ultra-violet light, and, optionally, vinylidene chloride (see Division C3). The copolymer coating may be applied either as an aqueous emulsion or as an organic solution of the copolymer. The examples describe the application to films of polyethylene, polypropylene, polybutylene and an ethylenepropylene copolymer of coatings of the following copolymers: (a) vinylidene chloride, 4-acryloxy-2-hydroxybenzophenone and either dodecyl methacrylate or ethyl acrylate, (b) vinylidene chloride, 2-hydroxy-4-methacryloxybenzophenone and either hexadecyl or octadecyl methacrylate, (c) vinylidene chloride, 2-hydroxy-21-methacryloxy-benzophenone and 2-ethylhexyl acrylate, (d) 2-hydroxy-4-methacryloxybenzophenone and either stearyl methacrylate or hexadecyl acrylate, (e) 2-hydroxy-21-acryloxybenzophenone and docosanyl acrylate, (f) 2-hydroxy-41-methacryloxybenzophenone and either octadecyl or stearyl methacrylate, (g) methyl-2-hydroxy-4-acryloxybenzoate and hexadecyl methacrylate, and (h) (o-methacryloxybenzoyl)-benzoyl methane and tetradecyl methacrylate. Specification 783,487 is referred to.
GB8040/63A 1962-03-02 1963-02-28 Organic polymeric structures Expired GB979868A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US17691962A 1962-03-02 1962-03-02

Publications (1)

Publication Number Publication Date
GB979868A true GB979868A (en) 1965-01-06

Family

ID=22646435

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8040/63A Expired GB979868A (en) 1962-03-02 1963-02-28 Organic polymeric structures

Country Status (5)

Country Link
BE (1) BE629109A (en)
DE (1) DE1269799B (en)
GB (1) GB979868A (en)
LU (1) LU43285A1 (en)
NL (1) NL289640A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5449557A (en) * 1985-05-23 1995-09-12 Rohm Gmbh Compatible polymer mixtures
JP2013257541A (en) * 2012-05-16 2013-12-26 Shin Etsu Chem Co Ltd Resist material and pattern forming method using the same

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2697530B1 (en) * 1992-11-04 1994-12-16 Rhone Poulenc Chimie Binder for paint based on acrylic latex or styrene / acrylate.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5449557A (en) * 1985-05-23 1995-09-12 Rohm Gmbh Compatible polymer mixtures
JP2013257541A (en) * 2012-05-16 2013-12-26 Shin Etsu Chem Co Ltd Resist material and pattern forming method using the same

Also Published As

Publication number Publication date
NL289640A (en)
LU43285A1 (en) 1963-09-02
DE1269799B (en) 1968-06-06
BE629109A (en)

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