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oxirane benzoyl chloride (E)-3-Ureido-but-2-enoic acid ethyl ester benzoic acid2-chloroethyl benzoate 2-(acetyloxy)ethyl benzoate 海关参考信息
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专利信息
专利号:US-4076758-A
优先权日:1976-12-09
标题 :Synthesis of vicinal glycols
发明人:OWSLEY DENNIS C; BLOOMFIELD JORDAN J
权利人:MONSANTO CO
摘要:Relatively low molecular weight primary alcohols are coupled to form relatively higher molecular weight vicinal glycols in which a trialkylsilyl protecting group is employed on the hydroxyl position of said low molecular weight primary alcohol during said coupling reaction. n BACKGROUND OF THE INVENTION n This invention relates to the production of vicinal glycols from starting molecules having fewer carbon atoms such as, for example, the preparation of ethylene glycol and glycerol from methanol. More particularly, this invention is concerned with the coupling of relatively low molecular weight or short chain primary alcohols to form relatively higher molecular weight or vicinal glycols by employing a trialkylsilyl protecting group on the hydroxyl position of said low molecular weight primary alcohol. n In view of the fuel and mineral shortages facing the world, particularly petroleum feedstocks, there is a scarcity of vital building blocks such as ethylene and propylene used to synthesize many modern chemical entities. Consequently, alternate carbon sources for the chemical industry's basic organic chemicals must be developed for future needs from either coal or single carbon molecules such as carbon monoxide, carbon dioxide or methanol. n Two major products produced from petroleum-derived feedstocks such as ethylene and propylene are, respectively, ethylene glycol and glycerol. Ethylene glycol is widely used for antifreeze and in numerous nonantifreeze outlets, including cellophane, polyester fibers and films, and polyglycols. Glycerol finds wide use in cosmetics, dentifrices, drugs and pharmaceuticals, alkyd resins, cellophane and in tobacco as a humectant and in the manufacture of plasticizers for cellulose cigarette filters. n In the production of ethylene glycol, ethylene oxide is usually first prepared by direct oxidation of ethylene or by the chlorohydrin synthesis and the ethylene oxide is then reacted with water to make ethylene glycol. n Although glycerol is a natural by-product of soap manufacture, a significant quantity of synthetic glycerin also is prepared from propylene. One such process involves the chlorination of propylene to allyl chloride, conversion into epichlorohydrin, and thence into glycerin. Another process involves oxidation of propylene to acrolein, conversion into allyl alcohol, then reaction with hydrogen peroxide to yield glycerin. In a third process, propylene oxide is catalytically converted into allyl alcohol, which is treated with peracetic acid to yield glycidol. Glycidol then combines with water to make glycerin. n An improved method of producing vicinal glycols such as, for example, ethylene glycol and glycerol, from shorter chain molecules such as, for example, methanol, instead of employing petroleum-derived feedstocks such as ethylene and propylene, would provide significant advantages over prior methods of production. n BRIEF DESCRIPTION OF THE INVENTION n In accordance with the present invention, vicinal glycols are produced from starting molecules having fewer carbon atoms. In particular, relatively low molecular weight or short chain primary alcohols are coupled to form relatively higher molecular weight vicinal glycols by employing a trialkylsilyl protecting group on the hydroxyl position of said low molecular weight primary alcohol. n As used herein, the term 'trialkylsilyl' means a group containing a silicon atom bonded to three alkyl radicals, any of which can be the same as, or different than, any other. n The process of this invention involves the oxidative or dehydrogenative coupling of the shorter chain primary alcohol without over-oxidation to undesirable by-products, for example, aldehydes. The initial dehydrogenation of the shorter chain primary alcohol is thus made to take place on the carbon rather than the hydroxyl group by using the trialkylsilyl blocking group on the hydroxyl. Alcoholysis of the coupled reaction product then readily yields the desired vicinal glycol. n The coupling reaction of this invention is briefly illustrated by the preparation of ethylene glycol and glycerol from methanol. In order to produce ethylene glycol, two trialkylsilyl blocked methanol molecules are reacted to form 1,2-bis(trialkylsiloxy)ethane which, upon methanolysis, yields ethylene glycol. In order to produce glycerol, three trialkylsilyl blocked methanol molecules are reacted to form 1,2,3-tris(trialkylsiloxy)propane which, upon methanolysis, yields glycerol. n The above process has definite advantages over the direct coupling of methanol to ethylene glycol and glycerol. This process has a higher selectivity for ethylene glycol and glycerol and less by-product is produced. That the direct coupling of methanol undesirably leads to a substantial amount of formaldehyde is seen from the work of Schwetlich et al, Angew. Chem. 72, 779 (1960); and Ladygin and Saraeva, Kinetics and Catalysis 6, 189-95 (1965) and 7, 832-39 (1966).
专利号:US-5122566-A
优先权日:1989-10-06
标 题 :Latex for coatings having reduced blushing characteristics
发明人:BURROWAY GARY L; GESENHUES ALBERT M; BRADEN JENNIFER T
权利人:GOODYEAR TIRE & RUBBER
摘要:This invention relates to the synthesis of a latex which can be formulated into coatings having improved water resistance for both moisture vapor transmission and water spotting. Coatings which are formulated with the latex of this invention are particularly useful for coating metal substrates because they provide excellent rust and corrosion resistance. The subject invention more specifically discloses a process for producing a neutralized latex that is useful in the manufacture of water reducible coatings which comprises: (1) free radical aqueous emulsion polymerizing at a pH of less than about 3.5 a monomer mixture which comprises, based on 100 weight percent monomers: (a) from about 45 to about 85 weight percent vinyl aromatic monomers, (b) from about 15 to about 50 weight percent of at least one alkyl acrylate monomer, and (c) from about 1 to about 6 weight percent of at least one unsaturated carbonyl compound; in the presence of about 0.5 to 4.0 phm at least one phosphate ester surfactant and in the presence of about 0.5 to 4.0 phm of at least one water insoluble nonionic surface active agent to produce a latex; and (2) neutralizing the latex with ammonia to a pH which is within the range of about 7 to a bout 10.5 to produce the neutralized latex.
专利号:US-4968741-A
优先权日:1989-10-06
标题:Latex for coatings having reduced blushing characteristics
发明人:BURROWAY GARY L; GESENHUES ALBERT M; BRADEN JENNIFER T
权利人:GOODYEAR TIRE & RUBBER
摘要:This invention relates to the synthesis of a latex which can be formulated into coatings having improved water resistance for both moisture vapor transmission and water spotting. Coatings which are formulated with the latex of this invention are particularly useful for coating metal substrates because they provide excellent rust and corrosion resistance. The subject invention more specifically discloses a process for producing a neutralized latex that is useful in the manufacture of water reducible coatings which comprises: n (1) free radical aqueous emulsion polymerizing at a pH of less than about 3.5 a monomer mixture which comprises, based on 100 weight percent monomers: (a) from about 45 to about 85 weight percent vinyl aromatic monomers, (b) from about 15 to about 50 weight percent of at least one alkyl acrylate monomer, and (c) from about 1 to about 6 weight percent of at least one unsaturated carbonyl compound; in the presence of about 0.5 to 4.0 phm at least one phosphate ester surfactant and in the presence of about 0.5 to 4.0 phm of at least one water insoluble nonionic surface active agent to produce a latex; and n (2) neutralizing the latex with ammonia to a pH which is within the range of about 7 to about 10.5 to produce the neutralized latex.
专利号:CA-1076606-A
优先权日:1976-12-09
标 题 :Synthesis of vicinal glycols
专利号:US-2010113664-A1
优先权日:2008-06-11
标 题 :Asymmetric Cyclic Diester Compounds
发明人:BRADSHAW JOHN D; SCHAEFER GEORGE F; BALDWIN LARRY J; RALEIGH JR RONALD J; HOLLO BRENDA
权利人:FERRO CORP
摘要:Compounds useful as plasticizers and the synthesis thereof are disclosed. In general, the invention includes mixed alkyl/aryl asymmetric cyclic diesters where the aryl and alkyl ester moieties are attached to a cyclic structure at vicinal carbons. The invention also includes synthetic processes of making such compounds. Blends of these asymmetric cyclic diesters with other plasticizers are demonstrated to be of use in plasticizing polymers.
专利号:WO-2019076178-A1
优先权日:2017-10-18
标 题:Medical degradable polyurethane with adjustable degradation time and adjustable elongation at break
发明人:ZHANG WENFANG
权利人:COMSCAFFOLDS NANJING MEDICAL DEVICE CO LTD
摘要:The invention provides a medical degradable polyurethane with adjustable degradation time and adjustable elongation at break, a preparation method and application thereof, and can adjust the proportion of each component in the polyurethane synthesis process and select different chain extenders. Control the performance of PU in a wide range, such as PU degradation time, elongation at break, strength, lubricity and hydrophilicity, etc., can choose different properties of medical degradable polyurethane according to the needs of regenerative medicine and medical devices implanted in the body. .