GB598140A - Improvements in method of preparing aqueous dispersions of synthetic resins - Google Patents
Improvements in method of preparing aqueous dispersions of synthetic resinsInfo
- Publication number
- GB598140A GB598140A GB22438/45A GB2243845A GB598140A GB 598140 A GB598140 A GB 598140A GB 22438/45 A GB22438/45 A GB 22438/45A GB 2243845 A GB2243845 A GB 2243845A GB 598140 A GB598140 A GB 598140A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copolymers
- polymers
- acid
- oil
- butadienes
- 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
- 239000006185 dispersion Substances 0.000 title abstract 3
- 229920003002 synthetic resin Polymers 0.000 title abstract 3
- 239000000057 synthetic resin Substances 0.000 title abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 14
- 229920001577 copolymer Polymers 0.000 abstract 10
- 229920000642 polymer Polymers 0.000 abstract 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 8
- 239000003921 oil Substances 0.000 abstract 8
- 235000019198 oils Nutrition 0.000 abstract 8
- 229920005989 resin Polymers 0.000 abstract 8
- 239000011347 resin Substances 0.000 abstract 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 6
- 239000007795 chemical reaction product Substances 0.000 abstract 6
- 238000001035 drying Methods 0.000 abstract 6
- 229920001021 polysulfide Polymers 0.000 abstract 6
- 239000000344 soap Substances 0.000 abstract 6
- 235000013311 vegetables Nutrition 0.000 abstract 5
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 abstract 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- -1 alkyl methacrylate Chemical compound 0.000 abstract 4
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 abstract 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 abstract 4
- 239000002270 dispersing agent Substances 0.000 abstract 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 abstract 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 3
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 abstract 2
- SXQXMKMHOFIAHT-UHFFFAOYSA-N 1,1-dichloro-2-(2,2-dichloroethoxy)ethane Chemical compound ClC(Cl)COCC(Cl)Cl SXQXMKMHOFIAHT-UHFFFAOYSA-N 0.000 abstract 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 2
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 abstract 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- 244000068988 Glycine max Species 0.000 abstract 2
- 235000010469 Glycine max Nutrition 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 abstract 2
- 229920002367 Polyisobutene Polymers 0.000 abstract 2
- 235000021355 Stearic acid Nutrition 0.000 abstract 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000003973 alkyl amines Chemical class 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- CMCJNODIWQEOAI-UHFFFAOYSA-N bis(2-butoxyethyl)phthalate Chemical compound CCCCOCCOC(=O)C1=CC=CC=C1C(=O)OCCOCCCC CMCJNODIWQEOAI-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- 239000005018 casein Substances 0.000 abstract 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 abstract 2
- 235000021240 caseins Nutrition 0.000 abstract 2
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 abstract 2
- 239000004927 clay Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000001993 dienes Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- 239000000944 linseed oil Substances 0.000 abstract 2
- 235000021388 linseed oil Nutrition 0.000 abstract 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 abstract 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 abstract 2
- 150000002825 nitriles Chemical class 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 abstract 2
- 239000004014 plasticizer Substances 0.000 abstract 2
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 2
- 239000004800 polyvinyl chloride Substances 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 235000018102 proteins Nutrition 0.000 abstract 2
- 102000004169 proteins and genes Human genes 0.000 abstract 2
- 108090000623 proteins and genes Proteins 0.000 abstract 2
- 229960004418 trolamine Drugs 0.000 abstract 2
- 239000002383 tung oil Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical group C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 235000021313 oleic acid Nutrition 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000002889 oleic acids Chemical class 0.000 abstract 1
- 239000008117 stearic acid Substances 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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- 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
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/002—Inorganic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Aqueous dispersions of one or more of the following synthetic resins: polymers of butadienes-1, 3, copolymers of butadienes-1, 3 with compounds which contain a CH2=C< group and are copolymerisable therewith, polyisobutylene, copolymers of isobutylene and a conjugated diene, organic polysulphide polymers, polyvinyl chloride, copolymers of vinyl chloride and vinyl acetate, and alkyl methacrylate polymers, are made by mixing the resin with a heat-reaction product of rosin, an alkanolamine, a glycol, and a dimerised acid of a vegetable drying oil, and also with a hydrophilic colloidal dispersing agent, and adding water until an inversion of phase takes place. To form the heat-reaction product, the glycol for example ethylene glycol and the dimerised acid of a vegeable drying oil such as soya bean oil, tung oil, linseed oil or other unsaturated vegetable drying oil acid, may be previously reacted to form a polyester, which is then heated for about 5 to 15 hours at a temperature between 180 DEG and 300 DEG C. with rosin and mono-,di-,or trialkanolamine such as tri-ethanolamine. Other resins for example polyvinyl butyral resin may also be incorporated in the heat reaction product. Examples of dispersible resins are: polymers of butadiene-1, 3, isoprene, chloroprene, piperylene, and 2, 3-dimethyl-butadiene-1, 3; copolymers of butadienes-1, 3 with aryl olefins such as styrene and vinyl naphthalene, the alpha methylene carboxylic acids and their esters, nitriles and amides such as acrylic acid, methyl acrylate, methyl methacrylate, acrylonitrile, methyl methacrylate, acrylonitrile, methacrylamide, methacrylonitrile and also with methyl vinyl ether, methyl vinyl ketone and vinylidene chloride; copolymers of isobutylene with butadiene-1, 3 or isoprene; and polysulphide polymers such as the product of reacting alkali polysulphides with ethylene dichloride and dichlorethyl ether. Suitable dispersing agents are colloidal clay, protein for example, solubilised casein, or a soap for example, an alkali-metal, ammonium, alkylamine alkanolamine or morpholine soap. Plasticisers may be added before mixing, such as dibutoxyethylphthalate or dibutyl phthalate and the soap may be formed in situ by adding first, for example, oleic or stearic acids followed by, for example, sodium or potassium hydroxide.ALSO:Aqueous dispersions of one or more of the following synthetic resins: polymers of butadienes - 1, 3, copolymers of butadienes - 1, 3 with compounds which contain a CH2 = C< group and are copolymerisable therewith, polyisobutylene, copolymers of isobutylene and a conjugated diene, organic polysulphide p polymers, polyvinyl chloride, copolymers of vinyl chloride and vinyl acetate, and alkyl methacrylate polymers, are made by mixing the resin with a heat-reaction product of rosin, an alkanolamine, a glycol, and a dimerised acid of a vegetable drying oil, and also with a hydrophilic colloidal dispersing agent and adding water until an inversion of phase takes place. To form the heat-reaction product, the glycol, for example ethylene glycol and the dimerised acid of a vegetable drying oil such as soya bean oil, tung oil, linseed oil or other unsaturated vegetable drying oil acid, may be previously reacted to form a polyester, which is then heated for about 5 to 15 hours at a temperature between 180 DEG and 300 DEG C. with rosin and a mono-, di-, or tri-alkanolamine such as triethanolamine. Other resins, for example polyvinyl butyral resin, may also be incorporated in the heat-reaction product. Examples of dispersible resins are: polymers of butadiene-1, 3, isoprene, chloroprene, piperylene, and 2,3-dimethyl-butadiene-1,3; copolymers of butadienes-1, 3 with aryl olefines such as styrene and vinyl naphthalene, the alphamethylene carboxylic acids and their esters, nitriles and amides, such as acrylic acid, methyl acrylate, methyl methacrylate, acrylonitrile, methacrylonitrile, methacrylamide and also with methyl vinyl ether, methyl vinyl ketone and vinylidene chloride; copolymers of isobutylene with butadiene-1,3 or isoprene, and polysulphide polymers such as the product of reacting alkali polysulphides with ethylene dichloride and dichlorethyl ether. Suitable dispersing agents are colloidal clay, protein, for example solubilized casein, or a soap, for example an alkali-metal, ammonium, alkylamine, alkanolamine or morpholine soap. Plasticisers such as dibutoxyethylphthalate or dibutyl phthalate may be added before mixing and the soap may be formed in situ by adding first for example oleic or stearic acid followed by for example sodium or potassium hydroxide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US598140XA | 1944-10-20 | 1944-10-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB598140A true GB598140A (en) | 1948-02-11 |
Family
ID=22025432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22438/45A Expired GB598140A (en) | 1944-10-20 | 1945-08-31 | Improvements in method of preparing aqueous dispersions of synthetic resins |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB598140A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0905125A1 (en) * | 1997-09-25 | 1999-03-31 | Institut Francais Du Petrole | Composition useful as emulsifying and dispersing surfactant and its preparation |
-
1945
- 1945-08-31 GB GB22438/45A patent/GB598140A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0905125A1 (en) * | 1997-09-25 | 1999-03-31 | Institut Francais Du Petrole | Composition useful as emulsifying and dispersing surfactant and its preparation |
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