GB1049027A - Spontaneously cross-linking polymers - Google Patents
Spontaneously cross-linking polymersInfo
- Publication number
- GB1049027A GB1049027A GB22136/64A GB2213664A GB1049027A GB 1049027 A GB1049027 A GB 1049027A GB 22136/64 A GB22136/64 A GB 22136/64A GB 2213664 A GB2213664 A GB 2213664A GB 1049027 A GB1049027 A GB 1049027A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- acid
- ester
- compound
- group
- 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
Links
Classifications
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Spontaneously cross-linking copolymers are prepared by copolymerizing, in an aqueous medium containing from 0.01 to 5% by weight of a polymerization catalyst and from 0.5 to 20% by weight of an emulsifier, (a) 0.5 to 40% (based on the total monomer weight) of a monomer of the formula <FORM:1049027/C3/1> in which R is hydrogen or a methyl group and X is an organic radical which is bonded to the -CH2- group by way of nitrogen and which contains at least one grouping of the formula <FORM:1049027/C3/2> in which R1 represents an alkyl group; (b) 0 to 20% of a polymerizable, monoolefinically unsaturated compound containing either an amido group or at least one hydroxyl group; (c) 0 to 20% of a compound of the formula <FORM:1049027/C3/3> in which R is hydrogen or a methyl group and R11 is a C1-C8 alkyl radical or a carboxylic acyl radical; (d) 99.5 to 40% of at least one polymerizable vinyl compound, which is a (C1-C12 alkyl) ester of acrylic acid, a (C8-C12 alkyl) ester of methacrylic acid, a C4-C6 conjugated aliphatic diene or a vinyl (C1-C4 alkyl) ether; (e) 0 to 50% of at least one polymerizable vinyl compound which is an aromatic monovinyl compound of the benzene series, an a ,b -olefinically unsaturated aliphatic nitrile, a vinyl or vinylidene halide, a (C1-C4 alkyl) ester of methacrylic acid, an a ,b -olefinically unsaturated aliphatic monocarboxylic acid, a vinyl ester of a C2-C3 carboxylic acid, or itaconic acid. Monomers (a) exemplified are the acyclic and heterocyclic compounds obtained by reacting acrylamide or methacrylamide with various melamine or urea derivatives containing at least two <FORM:1049027/C3/4> groups (1 mole of alcohol R1OH being evolved in the reaction). Monomers (b) specified are acrylamide, methacrylamide, and the esterification products of 1 mole of an a ,b -olefinically unsaturated monocarboxylic acid such as acrylic or methacrylic acid with 1 mole of a polyhydric alcohol such as ethylene, propylene or butylene glycol, glycerol trimethylolpropane or pentaerythritol, e.g. b -hydroxy ethyl acrylate or methacrylate and b -hydroxy-n-propyl acrylate or methacrylate. Up to 5% by weight of a compound containing a plurality of non-conjugated polymerizable groups, e.g. divinyl benzene, may be included in the monomer reactants. The emulsifier used may be of the cationic, anionic or nonionic type or a combination thereof (several examples of each type are disclosed). Polymerization is generally effected at 10-80 DEG C. and at a pH of from 4 to 9. A dispersed organic solvent may be included in the aqueous polymerization medium. Catalysts specified are potassium and ammonium persulphate, hydrogen peroxide, percarbonates, benzoyl peroxide, t.-butyl hydroperoxide, cumene hydroperoxide, p-menthane hydroperoxide and di-t.-butyl peroxide; and combinations thereof with reducing agents such as sodium pyrosulphite or bisulphite, sodium formaldehyde sulphoxylate and triethanolamine. Molecular weight regulators may be used, e.g. alkyl mercaptans and diisopropyl xanthate. Some or all of the monomers may be added in portions or continuously during polymerization, and the process can be conducted in two or more stages with different monomer compositions, if desired, at each stage. In one example (16) polymerization is terminated at 80% monomer conversion by the addition of sodium dithionite. The process may also be applied to the production of graft polymers, the specified monomers being copolymerized in the presence of 3 to 50% by weight (based on the total weight of monomers and polymer) of polymers or copolymers of conjugated diolefines, e.g. butadiene, or other preformed polymers which contain free olefinic double bonds. The copolymer dispersions are useful for coating paper and leather.ALSO:Aqueous dispersions suitable for coating paper and leather comprise together with an emulsifier (cationic, anionic or non-ionic) a spontaneously cross-linking copolymer of (a) 0.5 to 40% (based on the total monomer weight) of a monomer of the formula <FORM:1049027/B1-B2/1> in which R is hydrogen or a methyl group and X is an organic radical which is bonded to the -CH2-group by way of nitrogen and which contains at least one grouping of the formula <FORM:1049027/B1-B2/2> in which R1 represents an alkyl group; (b) 0 to 20% of a polymerisable, monodefinically unsaturated compound containing either an amido group or at least one hydroxyl group; (c) 0 to 20% of a compound of the formula <FORM:1049027/B1-B2/3> in which R is hydrogen or a methyl group and R11 is a C1 - C8 alkyl radical or a carboxylic acyl radical; (d) 99.5 to 40% of at least one polymerizable vinyl compound, which is a (C1 - C12 alkyl) ester of aerylic acid, a (C8 - C12 alkyl) ester of methacrylic acid, a C4 - C6 conjugated aliphatic diene or a vinyl (C1 - C4 alkyl) ether; (e) 0 to 50% of at least one polymerizable vinyl compound which is an aromatic monovinyl compound of the benzene series, an a , b -definically unsaturated nitrile, a vinyl or vinylidene halide, a (C1 - C4 alkyl) ester of methaerylic acid, an a , b -definically unsaturated aliphatic monocarboxylic acid, a vinyl ester of a C2 - C3 carboxylic acid, or itaconic acid. The copolymer can be one wherein the monomers specified above are graft polymerized on to an unsaturated polymer such as a conjugated diene polymer, e.g. polybutadiene.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF39868A DE1207629B (en) | 1963-05-29 | 1963-05-29 | Process for the production of self-crosslinking polymers |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1049027A true GB1049027A (en) | 1966-11-23 |
Family
ID=7097982
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB22136/64A Expired GB1049027A (en) | 1963-05-29 | 1964-05-28 | Spontaneously cross-linking polymers |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE648511A (en) |
CH (1) | CH465234A (en) |
DE (1) | DE1207629B (en) |
FR (1) | FR1396854A (en) |
GB (1) | GB1049027A (en) |
NL (1) | NL6406091A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992007011A1 (en) * | 1990-10-18 | 1992-04-30 | Isp Investments Inc. | Swellable, crosslinked polyvinylpyrrolidone and cosmetic compositions therewith |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1330053A (en) * | 1961-08-03 | 1963-06-14 | Bayer Ag | New stable aqueous emulsions of self-crosslinking copolymers |
-
1963
- 1963-05-29 DE DEF39868A patent/DE1207629B/en active Pending
-
1964
- 1964-05-25 CH CH679264A patent/CH465234A/en unknown
- 1964-05-28 BE BE648511D patent/BE648511A/xx unknown
- 1964-05-28 GB GB22136/64A patent/GB1049027A/en not_active Expired
- 1964-05-29 FR FR976342A patent/FR1396854A/en not_active Expired
- 1964-05-29 NL NL6406091A patent/NL6406091A/xx unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992007011A1 (en) * | 1990-10-18 | 1992-04-30 | Isp Investments Inc. | Swellable, crosslinked polyvinylpyrrolidone and cosmetic compositions therewith |
Also Published As
Publication number | Publication date |
---|---|
CH465234A (en) | 1968-11-15 |
DE1207629B (en) | 1965-12-23 |
FR1396854A (en) | 1965-04-23 |
NL6406091A (en) | 1964-11-30 |
BE648511A (en) | 1964-11-30 |
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