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    • 2. 发明专利
    • Thiolcarbamic esters
    • GB599179A
    • 1948-03-05
    • GB2568545
    • 1945-10-03
    • JOHN WOOLLEY BATTYICI LTD
    • C07C333/02
    • Thiolcarbamic esters are manufactured by bringing into interaction an S-ester of thiolchloroformic acid, of the formula R(SCOC1)m, and a primary amine R1(NH2)n (or a salt thereof), wherein R and R1 represent hydrocarbon radicals, substituted or unsubstituted, the same or different, m is 1 or 2 and n is 1, 2, 3, 4 or 5, in the presence of an acid-binding agent which does not react with an S-ester of thiolchloroformic acid under the conditions of the reaction, e.g. an inorganic acid-binding agent such as sodium hydroxide or an organic acid-binding agent such as a tertiary amine or a metal salt of an organic acid. The reaction is preferably carried out at 0-10 DEG C., and conveniently in the presence of a solvent, which, when the primary amine is used in the form of a water-soluble salt, is preferably water. In examples: (1) p-tolyl thiolchloroformate is stirred with heptadecylamine in ethyl alcohol in the presence of dimethylaniline to produce p-tolyl heptadecylthiolcarbamate; the heptadecylamine may be replaced by p-aminophenol, m-phenylenediamine or a -naphthylamine; (2) ethylenediamine similarly (but using benzene as solvent) yields di-p-tolyl ethylene-bis-(thiolcarbamate); the ethylenediamine may be replaced by hexamethylene diamine, 1 : 3 : 5-triamino-2 : 4 : 6-triethylbenzene or aniline; (3) a -naphthylamine is treated as in (1), except that sodium acetate or sodium hydroxide is used as the acid-binding agent, producing p-tolyl a -naphthylthiolcarbamate; (4) aqueous sulphanilic acid similarly (using sodium hydroxide) gives p-tolyl p-sulphophenylthiolcarbamate; (5) p-aminobenzoic acid or b -alanine is treated as in (4) to produce p-tolyl p-carboxyphenyl- or b -carboxyethyl-thiolcarbamate; (6) ethyl thiolchloroformate and ethylenediamine are reacted as in (1) to form diethyl ethylene-bis-(thiolcarbamate); (7) p-tolyl thiolchloroformate is stirred with aniline in ethyl alcohol in the presence of triethylamine to yield p-tolyl phenylthiolcarbamate; (8) the ethyl alcohol and triethylamine in (7) are replaced by petroleum ether and pyridine; (9) m-phenylene-bis-(thiolchloroformate) is stirred with aniline in benzene in the presence of dimethylaniline to form m-phenylene-bis-(phenylthiolcarbamate); (10) 4 : 41 : 411-triaminotriphenylmethane trihydrochloride is stirred with p-tolyl thiolchloroformate in aqueous solution in the presence of dimethylaniline to give tri-p-tolyl triphenylmethane-4 : 41 : 411-tris-(thiolcarbamate); the triaminotriphenylmethanetrihydrochloride may be replaced by 2 : 4 : 31-triaminostilbene trihydrochloride, 2 : 4 : 21 : 41-tetraminostilbene tetrahydrochloride or 2 : 4 : 21 : 41 : 311-pent amino-5 : 51-dimethyltriphenylmethane pentahydrochloride; (11) ethyl thiolchloroformate is treated as in the first part of (10) to produce triethyl triphenylmethane - 4 : 41 : 411 - tris - (thiolcarbamate). Additional amines specified are ethyl p-aminobenzoate and 1 : 5-pentanolamine. 1 : 3 : 5-Triamino-2 : 4 : 6-triethylbenzene is obtainable by hydrogenating 1 : 3 : 5-trinitro-2 : 4 : 6-triethylbenzene.
    • 3. 发明专利
    • Improvements in taps or cocks
    • GB527132A
    • 1940-10-02
    • GB1043139
    • 1939-04-04
    • WM WHITEHOUSE & COMPANY LTDWILLIAM JOHN WOOLLEY
    • F16K35/02
    • 527,132. Plug-cocks. WHITEHOUSE & CO., Ltd., W., and WOOLLEY, W. J. April 4, 1939, No. 10431. [Class 135] A plug-cock has the manipulating head 14 slidably mounted on a non-circular extension of the plug and provided with one or more locking projections or recesses adapted to co-operate with corresponding parts on the cock body. The head is biassed towards the body by a spring 19 housed in a recess in the head and bearing against the head 17 of a screw 18 engaging a screwed socket in the plug extension. An indicating slot may be cut in the head and screw and filled with paint. The periphery of the head may be milled or formed with spaced knobs or wings. In the open position the locking projections engage stop shoulders in the body and the cock body between these shoulders and the lower sides of the locking recesses is inclined so that the head is automatically raised as the cock is moved towards the closed position, ready to snap into the recesses when this position is reached.
    • 6. 发明专利
    • Anti-foaming fatty acid ester-ethers
    • GB874550A
    • 1961-08-10
    • GB374258
    • 1958-02-05
    • JOHN WOOLLEY BATTYCECIL FREDERICK PEARSONMALCOLM SANDALLICI LTD
    • B01D19/04C11C3/00
    • The invention comprises ester-ethers of the general formula wherein R is the residue of an estolide of ricinoleic acid or castor oil fatty acids and m and n are positive integers, the same or different, the ester-ethers being prepared from bodied ricinoleic acid or bodied castor oil fatty acids having viscosities not less than 55 centistokes at 100 DEG C. and acid values not greater than 65 mgm. KOH/gm. The bodied acids may be obtained by heating the acids under atmospheric or reduced pressure with or without the addition of an alkaline catalyst and if desired while passing air, oxygen or inert gases through the heated acid until the desired estolide is formed. The ester-ethers may be prepared by heating the bodied acids, in the presence of alkaline or acidic catalysts, with ethylene oxide, ethylene glycol, polyethylene glycol or ethylene halohydrides. The products are antifoaming agents. In examples, castor oil fatty acid or ricinoleic acid are bodied to the required degree under specified conditions and then condensed with ethylene oxide to give products having saponification values of 100-110 mgm. KOH/gm. whose properties are compared with ethylene oxide condensates of other ricinoleic or castor oil fatty acid estolides. Specification 640,464 is referred to.ALSO:Foaming is suppressed in aqueous media such as aqueous glue solutions by means of ester-ethers having the general formula wherein m and n are positive integers and R represents the residue of an estolide of ricinoleic acid or castor oil fatty acids, the estolide having a viscosity not less than 55 centistokes and an acid value not greater than 65 mgm. KOH/gm. Examples compare the antifoaming properties of the above ester-ethers with analogous ester-ethers in which R is the residue of an estolide of the same acids but which does not have the specified viscosity or acid value. Specification 640,464 is referred to.
    • 7. 发明专利
    • Thiolcarbamic esters
    • GB599178A
    • 1948-03-05
    • GB2568445
    • 1945-10-03
    • JOHN WOOLLEY BATTYHARRY EDWARD JACKSONFRANCIS GEORGE JEFFERSICI LTD
    • C07C333/02
    • Thiolcarbamic esters, of the general formula R(NHCOSR1)n, wherein R and R1 represent hydrocarbon radicals, substituted or unsubstituted, the same or different, and n is 1, 2 or 3, are manufactured by treating an alkali or alkaline-earth metal salt of a thiolcarbamic acid R(NHCOSH)n, advantageously in the presence of a solvent, with a substance capable of replacing alkali or alkaline earth metal by an organic radical or radicals, e.g. a substance containing one or more reactive halogen atoms, -SO4 groups (as in dialkyl sulphates) or -SO3 Aryl groups (as in alkyl toluenesulphonates). In examples: (1) sodium phenylthiolcarbamate is stirred with dimethyl or diethyl sulphate in aqueous solution at 0 DEG C. to produce methyl or ethyl phenylthiolcarbamate; (2) sodium cyclohexylthiolcarbamate and dimethyl sulphate similarly yield methyl cyclohexylthiolcarbamate; (3) sodium octadecylthiolcarbamate is heated with dimethyl sulphate in toluene to form methyl octadecylthiolcarbamate; (4) benzyl chloride is stirred with an aqueous solution of disodium hexamethylenebis-(thiolcarbamate) to give dibenzyl hexamethylene-bis-(thiolcarbamate); (5) sodium phenylthiolcarbamate is stirred with ethyl bromide in ethyl alcohol, producing ethyl phenylthiolcarbamate; the ethyl bromide may be replaced by n-propyl, n-butyl or allyl bromide or methallyl chloride; (6) cetyl bromide similarly yields cetyl phenylthiolcarbamate; (7) ethyl chloracetate similarly gives carbethoxymethyl phenylthiolcarbamate; (8) disodium hexamethylene - bis - (thiolcarbamate) and n-propyl bromide similarly yield dipropyl hexamethylene-bis-(thiolcarbamate); the n-propyl bromide may be replaced by ethyl, n-butyl or allyl bromide or methallyl chloride; (9) disodium p : p1-diphenyl-bis-(thiolcarbamate) and allyl bromide similarly give diallyl p : p1-diphenyl-bis-(thiolcarbamate); (10) disodium p : p1 - diphenylmethane - bis - (thiolcarbamate) similarly yields diallyl p : p1-diphenylmethane-bis-(thiolcarbamate); (11) calcium phenylthiolcarbamate is stirred with chloracetamide in aqueous solution to produce carbamylmethyl phenylthiolcarbamate; (12) sodium phenylthiolcarbamate is stirred with methyl or ethyl p-toluenesulphonate in ethyl alcohol at 0-5 DEG C. to form methyl or p ethyl phenylthiolcarbamate; (13) sodium phenylthiolcarbamate is heated with p-chloronitrobenzene to produce p-nitrophenyl phenylthiolcarbamate. Additional starting materials specified are, on the one hand, disodium m - phenylene - bis - (thiolcarbamate) and trisodium 1 : 3 : 5 - triethylbenzene-2 : 4 : 6-tris-(thiolcarbamate), and, on the other hand, ethylene dibromide, trimethylene dibromide, ethylene chlorobromide and p-xylylene dichloride. Alkali and alkaline-earth metal thiolcarbamates are obtainable by treating the corresponding isocyanates with alkali or alkaline-earth metal hydrosulphides. Specification 599,177 is referred to in the Provisional Specification.
    • 9. 发明专利
    • Check Valves.
    • GB1187882A
    • 1970-04-15
    • GB2043568
    • 1968-04-30
    • WILLIAM JOHN WOOLLEY
    • SMITH STUART BRAINARD
    • F16K15/03F16K37/00
    • 1,187,882. Valves. W. J. WOOLLEY. 30 April, 1968, No. 20435/68. Heading F2V. A check valve comprises a pair of semicircular vanes 30 pinned at their lower ends to respective torsion rods 26 and supported by hinges (28), 32 surrounding tubes 24 through which the rods 26 pass. The upper ends of the rods are interconnected by gearing (56) and a helical torsion spring (62) acts through the rods to bias the vanes closed. The tubes 24 are rotatably supported in brackets 38 (44) carried by a diametral support bar 20 having a seat ring 68 and sealing rings 70, 76 engageable by stainless steel strips 72, 74 on the vanes. The lower ends of the tubes 24 are sealingly welded to the hinges (28). If an obstruction such as a log is encountered independent relative movement of the vanes is possible. Brackets 38 (44) carrying buffers 78. A rotary indicator arm (58) is provided. In Fig. 9, each vane 30 has an opening 82 controlled by a respective closure 84 carried by an arm 86 clamped to a tube 24, the latter not being fast with hinges (28) in this case. The upper end of tubes 24 are connected by cranks (92) to one-way spring-loaded dashpot pistons (112) which retard closing movement of closures 84 when vanes 30 seat and thereby prevent hammer. In Fig. 12, closures 160 are pivotally carried at 185 by hinge arms 162 (158) the latter of which are pinned to the lower ends of torsion bars 156 arranged as in Fig. 5. The centre of pressure 186 of each closure 160 is between pivot 185 and a pin 188 slidable in composite damping bush 192-196, thereby obviating scrubbing of the closure on its stainless steel seats 178, 182. A buffer 198 is provided.
    • 10. 发明专利
    • Manufacture of highly polymeric carbamates
    • GB608698A
    • 1948-09-20
    • GB614546
    • 1946-02-27
    • JOHN WOOLLEY BATTYHENRY PERCY WYNNE HUGGILLICI LTD
    • C08L75/00D01F6/72
    • Thiolcarbamates of the formula HO.R.NH. COSR1 (where R is an alkylene, cycloalkylene, or arylene residue such that more than 3 carbon atoms separate the OH and NH groups, and R1 is a monovalent organic residue which is capable of forming a mercaptan and which will not react with a hydroxyl or isocyanate group) are auto-condensed by heating them, singly or mixed, above their melting point. The conditions are preferably such that the mercaptan produced can be removed from the reaction zone, e.g. by distillation during which, or part of which, pressure may be reduced and a stream of oxygen-free gas (e.g. nitrogen) may be passed through and/or over the reaction mass. The products may be formed into filaments, blocks, chips or other shapes by conventional means. In examples: p-tolyl 1-hydroxypentan-5-thiol carbamate and/or p-tolyl p-hydroxyphenyl thiolcarbamate is heated in the presence of nitrogen first at atmospheric and then at reduced pressure. Specifications 599,178 and 599,179 are referred to. p - Tolyl 1 - hydroxypentan - 5 - thiolcarbamate and p-tolyl p-hydroxyphenyl thiolcarbamate are prepared by reacting p-tolyl thiolchloroformate with 1-hydroxy-5-amino-pentane and p-amino phenol respectively in the presence of dimethyl aniline and alcohol at 0-10 DEG C.ALSO:Thiolcarbamates of the formula HO.R.NH.COSR1 (where R is an alkylene, cycloalkylene, or arylene residue such that more than 3 carbon atoms separate the OH and NH groups, and R1 is a monovalent organic residue which is capable of forming a mercaptan and which will not react with a hydroxyl or isocyanate group) are autocondensed by heating them, singly or mixed, above their melting point. The conditions are preferably such that the mercaptan produced can be removed from the reaction zone, e.g. by distillation during which, or part of which, pressure may be reduced and a stream of oxygen-free gas (e.g. nitrogen) may be passed through and/or over the reaction mass. The products may be formed into filaments, blocks, chips or other shapes by conventional means. In examples: p-tolyl 1-hydroxypentan-5-thiolcarbamate and/or p-tolyl p-hydroxyphenylthiolcarbamate is heated in the presence of nitrogen first at atmospheric and then at reduced pressure. Specifications 599,178 and 599,179 are referred to. p-Tolyl 1-hydroxypentan-5-thiolcarbamate and p-tolyl p-hydroxyphenylthiolcarbamate are prepared by reacting p-tolyl thiolchloroformate with 1-hydroxy-5-amino-pentane and p-aminophenol respectively in the presence of dimethyl aniline and alcohol at 0-10 DEG C.