GB1110009A - Alkenamides and polymers thereof - Google Patents

Alkenamides and polymers thereof

Info

Publication number
GB1110009A
GB1110009A GB3460165A GB3460165A GB1110009A GB 1110009 A GB1110009 A GB 1110009A GB 3460165 A GB3460165 A GB 3460165A GB 3460165 A GB3460165 A GB 3460165A GB 1110009 A GB1110009 A GB 1110009A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
vinyl
esters
alkyl
formula
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
GB3460165A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas 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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB1110009A publication Critical patent/GB1110009A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
    • C07D239/10—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/32—One oxygen atom
    • C07D233/36—One oxygen atom with hydrocarbon radicals, substituted by nitrogen atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/42—Sulfur atoms
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Paints Or Removers (AREA)

Abstract

Homopolymers and copolymers are obtained from monomers having the formula <FORM:1110009/C3/1> where m is 1-8, A is alkylene of 2 or 3 carbon atoms, R is H, CH2OH or CH2OR1, where R1 is alkyl of 1-4 carbon atoms and X is oxygen or sulphur, by bulk, solution, emulsion or suspension polymerization methods using azo or peroxy catalysts, e.g. persulphates, peroxides, hydroperoxides and peroxy-esters, optionally together with a reducing agent. Chain transfer agents, e.g. mercaptans such as mercaptoethanol, may also be employed. Suitable comonomers include vinyl esters, vinyl pyridines, acrylic and methacrylic acids and their nitriles, esters and amides, itaconic, maleic, chloromaleic, fumaric and citraconic acids and their esters, vinyl ethers and sulphides, styrene and its derivatives, vinyl naphthalene, vinyl-carbazole, vinyl chloride, vinylidene chlorid and allyl esters, and also crosslinking monomers such as divinyl- or trivinyl-benzene, ethylene diacrylate or dimethacrylate, bis(vinyloxyethyl)urea and vinyloxyethyl acrylate or methacrylate. In examples, monomers of the above formula are copolymerized with alkyl(meth)acrylates and vinyl acetate. The polymers may also be prepared by polymerizing an o -(C4-C11) alkenoic acid or ester thereof and aminolyzing the product with an appropriate substituted urea or thiourea. The polymers are suitable in various coating applications and Example 15 describes a water-based paint comprising such a polymer together with an ammonium salt of a maleic anhydridediisobutylene copolymer, titanium dioxide, mica, hydroxyethyl cellulose, ethylene glycol, and unspecified preservative and antifoam agent. Among other applications indicated, copolymers with a major proportion of acrylonitrile can be obtained which are fibre- or film-forming and have improved dye-receptivity. Also, for the same purpose, preformed copolymers of compounds of the above formula can be blended with acrylonitrile polymers.ALSO:The invention comprises compounds of the formula <FORM:1110009/C2/1> where m is 1-8, A is alkylene of 2 or 3 carbon atoms, X is oxygen or sulphur and R is H, CH2OH or CH2OR1 where R1 is alkyl of 1-4 carbon atoms. The compounds are prepared by reacting a compound of the formula <FORM:1110009/C2/2> with an o -(C4-C11) alkenoyl halide, an o -(C4-C11) alkenoic acid or an ester thereof.ALSO:Paper, textiles, leather, wood, metals such as aluminium, copper and steel, and metals primed with alkyd, aminoplast or epoxy-containing primers are coated with a homopolymer or copolymer containing units derived from <FORM:1110009/B1-B2/1> where m is 1-8, A is alkylene of 2 or 3 carbon atoms, X is oxygen or sulphur and R is H, CH2 OH or CH2 OR1 where R1 is alkyl of 1-4 carbon atoms.
GB3460165A 1964-09-01 1965-08-12 Alkenamides and polymers thereof Expired GB1110009A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US39372164A 1964-09-01 1964-09-01

Publications (1)

Publication Number Publication Date
GB1110009A true GB1110009A (en) 1968-04-18

Family

ID=23555969

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3460165A Expired GB1110009A (en) 1964-09-01 1965-08-12 Alkenamides and polymers thereof

Country Status (1)

Country Link
GB (1) GB1110009A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5746946A (en) * 1995-02-21 1998-05-05 King Idustries, Inc. Imidazolidinone derivatives as corrosion inhibitors

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5746946A (en) * 1995-02-21 1998-05-05 King Idustries, Inc. Imidazolidinone derivatives as corrosion inhibitors

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