GB1288639A - - Google Patents
Info
- Publication number
- GB1288639A GB1288639A GB1288639DA GB1288639A GB 1288639 A GB1288639 A GB 1288639A GB 1288639D A GB1288639D A GB 1288639DA GB 1288639 A GB1288639 A GB 1288639A
- Authority
- GB
- United Kingdom
- Prior art keywords
- resins
- weight
- esterification
- water
- dec
- 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
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 abstract 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 229920005989 resin Polymers 0.000 abstract 4
- 239000011347 resin Substances 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 230000032050 esterification Effects 0.000 abstract 3
- 239000012374 esterification agent Substances 0.000 abstract 3
- 238000005886 esterification reaction Methods 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 230000005587 bubbling Effects 0.000 abstract 2
- 239000008199 coating composition Substances 0.000 abstract 2
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 235000019198 oils Nutrition 0.000 abstract 2
- 239000005011 phenolic resin Substances 0.000 abstract 2
- 229920001568 phenolic resin Polymers 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 239000004925 Acrylic resin Substances 0.000 abstract 1
- 229920000178 Acrylic resin Polymers 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 229920000180 alkyd Polymers 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229920003180 amino resin Polymers 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 238000004090 dissolution Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- 239000011976 maleic acid Substances 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4403—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/28—Reaction with compounds containing carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
Abstract
1288639 Modified butadiene polymers DAI NIPPON TORYO KK 9 Dec 1969 [9 Dec 1968 10 Dec 1968 (2) 11 Dec 1968 4 Nov 1969] 60141/69 Heading C3P [Also in Division C7] The invention comprises water soluble modified butadiene polymers, suitable for use in electrophoretic coating compositions, which polymers are made by reacting with maleic anhydride, one or more butadiene polymers of Mn 500 to 7000 and containing 70% or more of 1,2- bonding, so that 5-20% by weight based on the butadiene polymer of the anhydride has reacted, and esterifying the resulting adduct with an esterification agent containing at least one primary or secondary alcoholic hydroxyl group, to an esterification degree of 10 to 50%. The esterification agent may be a glycol monoether, a monofunctional primary or secondary aliphatic, aromatic or heterocyclic alcohol, each having up to 18 carbon atoms, an asymmetric glycol having 3-10 carbon atoms, or an aliphatic monohydroxy carboxylic acid, having 18 or less carbon atoms, or an ester thereof. Many examples are listed. Specific embodiments for making the above modified butadiene polymers involve bubbling air or oxygen through the molten butadiene polymer, at 80-160‹ C., and then adducting with maleic anhydride and esterifying, or bubbling air through the polymer after the adduction and esterification, again at 80-160‹ C. Compositions are made by mixing 5-95% by weight of the modified butadiene polymer, preferably 50-95% by weight, with 95-5%, preferably 50-5% by weight of at least one water-soluble or dispersible resin, compatible with the butadiene polymer i.e. mixes homogeneously with it. Compatible resins mentioned are acrylic resins, alkyd resins, epoxy ester resins, phenolic resins, adducts of drying oils with α,#-ethylenically unsaturated dicarboxylic acids and their half esters, water soluble amino resins and derivatives thereof, and watersoluble derivatives of phenolic resins. In another particular embodiment the butadiene polymer, after adduction with maleic acid is mixed with 5-95 weight per cent preferably 10-70% by weight of the adduct of a drying oil with an α,#- ethylenically unsaturated dicarboxylic acid, and the mixture is half esterified at 70-130‹ C. with one of the above esterification agents to an esterification degree of 10-50%. The product may be mixed with a "compatible resin". In an example, maleinized linseed oil is used. The compositions are made into electrophoretic coating compositions by neutralization with ammonia or amines, and dissolution in water or water/water-miscible solvent, mixtures.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP43090053A JPS494059B1 (en) | 1968-12-09 | 1968-12-09 | |
| JP9045168A JPS4920613B1 (en) | 1968-12-10 | 1968-12-10 | |
| JP9045068A JPS494292B1 (en) | 1968-12-10 | 1968-12-10 | |
| JP9082968A JPS501582B1 (en) | 1968-12-11 | 1968-12-11 | |
| JP8823569A JPS4920737B1 (en) | 1969-11-04 | 1969-11-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1288639A true GB1288639A (en) | 1972-09-13 |
Family
ID=27525334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1288639D Expired GB1288639A (en) | 1968-12-09 | 1969-12-09 |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1288639A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2507809A1 (en) * | 1974-04-03 | 1975-10-16 | Vianova Kunstharz Ag | PROCESS FOR THE PRODUCTION OF WATER-SOLUBLE BINDERS FOR ELECTRO-DIP PAINTING |
-
1969
- 1969-12-09 GB GB1288639D patent/GB1288639A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2507809A1 (en) * | 1974-04-03 | 1975-10-16 | Vianova Kunstharz Ag | PROCESS FOR THE PRODUCTION OF WATER-SOLUBLE BINDERS FOR ELECTRO-DIP PAINTING |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |