GB638522A - Anacardic material reaction products - Google Patents
Anacardic material reaction productsInfo
- Publication number
- GB638522A GB638522A GB21518/47A GB2151847A GB638522A GB 638522 A GB638522 A GB 638522A GB 21518/47 A GB21518/47 A GB 21518/47A GB 2151847 A GB2151847 A GB 2151847A GB 638522 A GB638522 A GB 638522A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chlorine
- products
- anacardic
- given
- cashew nut
- 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
- 239000000463 material Substances 0.000 title abstract 6
- 239000007795 chemical reaction product Substances 0.000 title 1
- 239000007859 condensation product Substances 0.000 abstract 8
- 229910052801 chlorine Inorganic materials 0.000 abstract 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 5
- 239000000460 chlorine Substances 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 5
- 239000000047 product Substances 0.000 abstract 5
- 244000226021 Anacardium occidentale Species 0.000 abstract 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- 235000020226 cashew nut Nutrition 0.000 abstract 4
- 239000007788 liquid Substances 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 239000004411 aluminium Substances 0.000 abstract 2
- 229910052782 aluminium Inorganic materials 0.000 abstract 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 2
- 150000001805 chlorine compounds Chemical class 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 229920001971 elastomer Polymers 0.000 abstract 2
- 230000000855 fungicidal effect Effects 0.000 abstract 2
- 235000010985 glycerol esters of wood rosin Nutrition 0.000 abstract 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 2
- 230000000749 insecticidal effect Effects 0.000 abstract 2
- 239000003350 kerosene Substances 0.000 abstract 2
- 239000000944 linseed oil Substances 0.000 abstract 2
- 239000003973 paint Substances 0.000 abstract 2
- 239000000843 powder Substances 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005060 rubber Substances 0.000 abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 2
- 229920003051 synthetic elastomer Polymers 0.000 abstract 2
- 239000005061 synthetic rubber Substances 0.000 abstract 2
- AXVLZOYLQOEKAO-UHFFFAOYSA-N 1,1,2,2,2-pentachloroethylbenzene Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)C1=CC=CC=C1 AXVLZOYLQOEKAO-UHFFFAOYSA-N 0.000 abstract 1
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 abstract 1
- NFWMXIVUTWWCNO-UHFFFAOYSA-N 1-chloro-2-(2-chloroethyl)benzene Chemical compound ClCCC1=CC=CC=C1Cl NFWMXIVUTWWCNO-UHFFFAOYSA-N 0.000 abstract 1
- BASMANVIUSSIIM-UHFFFAOYSA-N 1-chloro-2-(chloromethyl)benzene Chemical compound ClCC1=CC=CC=C1Cl BASMANVIUSSIIM-UHFFFAOYSA-N 0.000 abstract 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- MOUDFOLIRVUWKC-UHFFFAOYSA-N 3,3-dichloropentane Chemical compound CCC(Cl)(Cl)CC MOUDFOLIRVUWKC-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 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 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 240000004460 Tanacetum coccineum Species 0.000 abstract 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 abstract 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000010348 incorporation Methods 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229960004011 methenamine Drugs 0.000 abstract 1
- 239000000123 paper Substances 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- -1 poly-chloro hydrocarbons Chemical class 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 229940015367 pyrethrum Drugs 0.000 abstract 1
- 229940080817 rotenone Drugs 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000007921 spray Substances 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
- 239000011787 zinc oxide 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
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F5/00—Obtaining drying-oils
- C09F5/06—Obtaining drying-oils by dehydration of hydroxylated fatty acids or oils
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Compounds obtained by condensing anacardic materials (e.g cashew nut shell liquid) with poly-chloro-hydrocarbons, such compounds containing chlorine, are used in resinous compositions. Phenol-aldehyde compositions.-The chlorine-containing condensation products are used as plasticizers especially for oil-soluble phenolformaldehyde resins, to impart flexibility and improved impact strength, particularly for brake linings. An example is given wherein a fusible resin is prepared from cresylic acid, formaldehyde and ammonia, mixed with one of the condensation products and dissolved in alcohol. This solution may be applied as a coating to paper, wood or metal, before or after heating to render the resin infusible. Resinic acid compositions.-Linseed oil is heated and mixed while hot with ester gum and one of the condensation products. The mix is partially cooled, and driers and thinners added; after cooling to room temperature, aluminium powder is added. If desired, further addition of the condensation product may be made during the cooling. The resulting product may be used as a fungicidal and insecticidal paint. Vinyl &c. polymerization products. The condensation products are solvents for synthetic rubbers and impart thereto high tensile and tear strength. They may be compounded with copolymers of butadiene and styrene, copolymers of butadiene and acrylonitrile and polymers of 2-chlor-butadiene. An example including zinc oxide, carbon black, aldo-alpha-naphthylamine, benzothiazyl disulphide and sulphur is given.ALSO:Anacardic materials such as cashew nut shell liquid (which may have been pre-treated) are heated with a di- or higher-chlorinated hydrocarbon of at least two carbon atoms, having at least one terminal chlorinated aliphatic group and at least one hydrogen atom, whereby chlorine-containing derivatives are obtained, the chlorine-content being from about 10 to 16 per cent. The reaction is preferably carried out in the presence of an alkali, e.g. sodium or potassium hydroxide, in aqueous solution. Preferred proportions are at least one mole of the alkali and one to two moles of chlorine-compound to one mole of anacardic material. Heating is carried out to at least 90 DEG C. at atmospheric or higher pressure. Specified chlorine compounds are trichlorpropane, polychlorpentane, 1 : 2 : 2-trichlorethane, dichlorpentane, trichlorethylene, o-chlor-benzyl chloride, tetrachlorethane, dichlorphenyltrichlorethane and 1 - (o - chlorphenyl) - 2 - chlorethane. Examples are given of the use of some of these compounds, the products showing only a slight change in viscosity on heating with hexamethylene tetramine. The products may in some cases be hydrolysed to convert the chlorine atom(s) into hydroxyl group(s).ALSO:Rubbers, natural and synthetic, are improved by the incorporation of a chlorine-containing condensation product from anacardic materials (e.g. cashew nut shell liquid) and a poly-chlorohydrocarbon. The condensation product is a solvent for the rubber and increases the tensile strength and tear strength. An example is given of a synthetic rubber composition.ALSO:Condensation products from anacardic materials (e.g., cashew nut shell liquid) and poly-chloro hydrocarbons, such products containing chlorine, are used as insecticides either alone or with derris root extract, rotenone, pyrethrum or D.D.T. When used as a spray they may be thinned with a solvent such as kerosene, or emulsified in water with soap, &c., with or without kerosene. A further application is in the field of fungicidal and insecticidal paints, compounded with linseed oil, ester gum, driers, thinners and aluminium powder.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US638522XA | 1945-08-25 | 1945-08-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB638522A true GB638522A (en) | 1950-06-07 |
Family
ID=22051943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21518/47A Expired GB638522A (en) | 1945-08-25 | 1947-08-07 | Anacardic material reaction products |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB638522A (en) |
-
1947
- 1947-08-07 GB GB21518/47A patent/GB638522A/en not_active Expired
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