GB1095931A - Dispersions of synthetic polymers - Google Patents

Dispersions of synthetic polymers

Info

Publication number
GB1095931A
GB1095931A GB1950563A GB1950563A GB1095931A GB 1095931 A GB1095931 A GB 1095931A GB 1950563 A GB1950563 A GB 1950563A GB 1950563 A GB1950563 A GB 1950563A GB 1095931 A GB1095931 A GB 1095931A
Authority
GB
United Kingdom
Prior art keywords
methacrylate
bis
hydroxyphenyl
polymers
polymeric
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
GB1950563A
Inventor
Enid Gillian Duell
Harold Robert 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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1950563A priority Critical patent/GB1095931A/en
Priority to BE647944D priority patent/BE647944A/xx
Priority to ES299837A priority patent/ES299837A1/en
Priority to FR974701A priority patent/FR1403867A/en
Priority to NL6405432A priority patent/NL6405432A/xx
Priority to DE19641520150 priority patent/DE1520150A1/en
Priority to NL6405495A priority patent/NL6405495A/xx
Priority to DE19641520151 priority patent/DE1520151A1/en
Priority to LU46091D priority patent/LU46091A1/xx
Priority to US582557A priority patent/US3383352A/en
Publication of GB1095931A publication Critical patent/GB1095931A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/06—Catalysts
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/04—Polymerisation in solution
    • C08F2/06—Organic solvent
    • C08F2/08—Organic solvent with the aid of dispersing agents for the polymer
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
    • C08G18/6225—Polymers of esters of acrylic or methacrylic acid
    • C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • 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
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/38—Block or graft polymers prepared by polymerisation of aldehydes or ketones on to macromolecular compounds
    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
    • C08G63/08—Lactones or lactides
    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
    • 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
    • C08G85/00—General processes for preparing compounds provided for in this subclass
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
    • C08J3/11—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids from solid polymers

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

A process for producing a dispersion in organic liquid of a polymer in which the link between monomers or comers forming the polymeric chain involves an atom other than carbon is characterized in that the monomer or comers dissolved in the organic liquid are polymerized to form the polymer which is insoluble in the organic liquid and forms dispersed particles therein, the polymerization being carried out in the presence of a compound comprising a polymeric chain solvated by the organic liquid and a group or groups which will copolymerize with the monomer or comer, at least a minor proportion of the monomer or comer being copolymerized with the group(s) of the compound to attach non-solvated polymeric chain(s) thereto and form a block or graft copolymer in which the solvated polymeric chain is linked to non-solvated polymeric chain(s) at on average not more than two points along the solvated polymeric chain. The nature of the solvated polymeric constituent of the block or graft copolymer (i.e. the precursor) depends upon the nature of the organic liquid used, where it is an aliphatic hydrocarbon suitable solvatable polymeric constituents are polymers of long chain esters of acrylic or methacrylic acids polymeric vinyl esters of long chain acids, polymeric vinyl alkyl ethers and polymers of ethylene, propylene, butadiene and isoprene, where it is an aromatic hydrocarbon suitable constituents are the above, shorter chain analogues, aromatic polyesters, alkyds, aromatic polyethers, aromatic polycarbonates, and polymers of styrene and vinyl toluene, and where the liquid is polar, e.g. methyl or ethyl alcohol, the constituents include polymers of acrylic or methacrylic acid, carboxymethyl celluloses, polyethylene or polypropylene glycols, hydroxylated polymers, e.g. polyvinyl alcohol or polymers of glycol mono-methacrylates. The nature of the copolymerizable group of the precursor depends on the nature of the monomers or comers from which the polymer is to be formed. Many examples of such systems are given and include the following: (1) diacid halide and aliphatic diol as monomer (A), an aliphatic hydroxy group as precursor copolymerizable group (B) and hydrochloric acid acceptor, e.g. tertiary base as initiator or catalyst (C), (2) diacid halide and aromatic diol (A), acid chloride or aromatic hydroxy compound as (B), (C) unchanged, (3) diamine and trichloroformate (or disulphonyl chloride) as (A), amine or acid chloride as (B), (C) unchanged. (4) Diisocyanate and diol as (A) hydroxyl as (B) and organo-tin compounds as (C). (5) Diisocyanates or monoisocyanates as (A), a copolymerizing isocyanate group, e.g. formed by reaction of diisocyanate with hydroxyethyl-methacrylate copolymer as (B) and cyclic phosphalene oxide or n-butyl lithium as (C). (6) Aldehydes as (A) copolymerizing aldehyde group as (B) and irradiation at low temperature as (C). (7) Formaldehyde or beta-proprolactone as (A), dialkyl aminomethacrylate, the reaction product of amines or ammonia with a glycidyl methacrylate copolymer or H-vinyl pyrrolidone as (B) and with or without additional amine as (C). (8) Cyclic ethers or esters as (A), copolymerizing epoxy, hydroxyl or carboxyl as (B) and aluminium triisobutyl or boron trifluoride as (C) and (9) lactams and pyrrolidone as (A), N-acyl lactams as (B) and sodium hydride, ethoxide or lactam as (C). It is preferred that the copolymerizable groups of the precursor and those of the main monomer or comers should have a reactivity ratio of between 0.1 to 10 and most preferably about unity. In examples the following systems are disclosed: (1) (A) m-octyl methacrylate/ethylene ethylene glycol monomethacrylate (B) isophthaloyl dichloride - terephthaloyl dichloride-bis - (4 - hydroxyphenyl) - 2,2 - propane (C) 2,6-butadine. (2) (A) N-phenyl methacrylate/n-octyl methacrylate (B) isophthaloyl dichloride/bis - (4 - hydroxyphenyl -2,2 - propane (C) 2,6-butidine, (3) (A) lauryl methacrylate/glycidyl methacrylate / p - hydroxy - benzoic acid (B) isophthaloyl dichloride and bis-(4-hydroxyphenyl) - 2,2 - propane and (C) 2,6-butidine, (4) (A) lauryl methacrylate/glycidyl methacrylate/4,41 - bis - (4 - hydroxyphenyl) pentanoic acid (B) isophthaloyl dichloride and bis - (4 - hydroxyphenyl - 2,2 - propane (C) 2,6-butidine, (5) (A) methyl methacrylate/methacryloyl chloride (B) terephthaloyl chloride, bis-(4 - hydroxyphenyl) - 2,2 - propane and (C) 2,6 - butidine, (6) (A) glycidyl methacrylate/laurylmethacrylate (B) ethylene oxide (C) boron trifluoride etherate, (7) (A) as for (6) (A), (B) trionane (C) as for (6) (C), (8) (A) as above, (B) beta-propiolactene (C) as above, (9) (A) lauryl methacrylate/glycidyl methacrylate (B) glycidyl acetate (C) as above, (10 (A) as above (B) phenyl glycidyl ether (C) as above, (11) (A) as above, (B) epichlorhydrin, (C) as above, (12) (A) as above, (B) the copolymer of phenyl glycidyl ether and bis-chloromethyl oxacyclobutane, (C) as above, (13) (A) as above, (B) phenyl glycidyl ether, (C) aluminium triisobutyl, (14) n-octyl methacrylate/ethylene glycol monomethacrylate, (B) phenyl glycidyl ether, (C) boron trifluoride etherate, (15) (A) vinyl stearate, maleic anhydride, (B) trioxane, (C) as above, (16) (A) as in (6) (A), (B) trioxane, (C) as above, (17) lauryl methacrylate, (18) (A) beta - diethylaminoethyl methacrylate/lauryl methacrylate, (B) formaldehyde, (C) - 70 DEG C., (19) (A) lauryl methacrylate/laurylmethacrylate black, (B) and (C) as above, (20) (A) as above, (B) beta-propiolactone, (C) heat, (21) (A) laurylmethacrylate / N - vinyl pyrrolidone, (B) formaldehyde, (C) - 70 DEG C., (22) laurylmethacrylate/methyl methacrylate/N-methacrylol caprolactam, (B) e -caprolactam, (C) sodium lactam, (23) (A) as above, (B) 3,3-dimethylazetidinone, (C) potassium pyrrolidone, (24) lauryl methacrylate / glycidyl methacrylate / methacrylic acid, (B) trioxane, (C) borontrifluoride ethereate, (25) (A) as in (14) (A), (B) phenylisocyanate, (C) n-butyl lithium and (26) (A) as above, (B) diisocyanatodiphenyl methane, (C) di-n-butyltin laurate and 1-ethyl-3-methyl-3-phopholine-1-oxide.
GB1950563A 1963-05-16 1963-05-16 Dispersions of synthetic polymers Expired GB1095931A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
GB1950563A GB1095931A (en) 1963-05-16 1963-05-16 Dispersions of synthetic polymers
BE647944D BE647944A (en) 1963-05-16 1964-05-14
ES299837A ES299837A1 (en) 1963-05-16 1964-05-14 Procedure for obtaining a dispersion in organic liquid, from a polymer (Machine-translation by Google Translate, not legally binding)
FR974701A FR1403867A (en) 1963-05-16 1964-05-15 Synthetic polymer dispersions
NL6405432A NL6405432A (en) 1963-05-16 1964-05-15
DE19641520150 DE1520150A1 (en) 1963-05-16 1964-05-15 Synthetic polymer dispersions
NL6405495A NL6405495A (en) 1963-05-16 1964-05-15
DE19641520151 DE1520151A1 (en) 1963-05-16 1964-05-15 Synthetic polymer dispersions
LU46091D LU46091A1 (en) 1963-05-16 1964-05-15
US582557A US3383352A (en) 1963-05-16 1966-09-28 Dispersions of synthetic polymers containing heteroatoms between monomer units

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1950563A GB1095931A (en) 1963-05-16 1963-05-16 Dispersions of synthetic polymers

Publications (1)

Publication Number Publication Date
GB1095931A true GB1095931A (en) 1967-12-20

Family

ID=10130477

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1950563A Expired GB1095931A (en) 1963-05-16 1963-05-16 Dispersions of synthetic polymers

Country Status (1)

Country Link
GB (1) GB1095931A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2038129A1 (en) * 1969-04-01 1971-01-08 Union Carbide Corp
US4818792A (en) * 1985-04-29 1989-04-04 Basf Corporation Stabilized high solids low Ig copolymer nonaqueous dispersion for clear coat finishes
US5229451A (en) * 1987-01-16 1993-07-20 Imperial Chemical Industries Plc Thermotropic polymer

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2038129A1 (en) * 1969-04-01 1971-01-08 Union Carbide Corp
US4818792A (en) * 1985-04-29 1989-04-04 Basf Corporation Stabilized high solids low Ig copolymer nonaqueous dispersion for clear coat finishes
US5229451A (en) * 1987-01-16 1993-07-20 Imperial Chemical Industries Plc Thermotropic polymer

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