81-90-3Relevant articles and documents
Preparation method of carboxylic acid compound
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Paragraph 0113; 0221-0223, (2017/08/29)
The invention provides a preparation method of a carboxylic acid compound. The preparation method comprises the following step of taking a lactone component to react with hydrogen in the presence of a compound catalyst to obtain the carboxylic acid compound. The compound catalyst comprises a hydrogenation catalyst and Lewis acid. In the presence of the compound catalyst comprising the hydrogenation catalyst and the Lewis acid, the lactone component is subjected to hydrogenation ring-opening reaction to obtain the carboxylic acid compound. The preparation method has the advantages of moderate reaction conditions and high yield; compared with a traditional method, less byproducts are generated, green and chemical requirements are met and the industrial value is better.
A Comprehensive Study on Metal Triflate-Promoted Hydrogenolysis of Lactones to Carboxylic Acids: From Synthetic and Mechanistic Perspectives
Zhu, Rui,Jiang, Ju-Long,Li, Xing-Long,Deng, Jin,Fu, Yao
, p. 7520 - 7528 (2017/11/10)
Direct hydrogenolysis of lactone to carboxylic acid (i.e., hydrogenolysis of the Calkoxy-O bond with the carbonyl group untouched) is generally difficult, as the current strategies employing Br?nsted acids as the catalyst usually require harsh conditions such as a high temperature and a high H2 pressure. Herein, we report a developed solvent-free catalytic transformation, in which W(OTf)6 is believed to promote the hydrogenolysis process. This strategy could efficiently hydrogenate lactones to carboxylic acids under extra mild conditions (e.g., a reaction temperature of 2) and showed a broad substrate scope. In addition, the catalytic protocol can be further applied to the hydrogenolysis of polyhydroxyalkanoate, as a renewable polymer, to the corresponding straight-chain carboxylic acids. An extensive mechanistic study was subsequently performed, and the density functional theory calculations revealed a reaction pattern, including the complete cleavage of the C=O bond with the assistance of the W(OTf)6 catalyst. Moreover, the key intermediate created in the mechanism, as an oxonium with an OTf moiety, was successfully detected by electrospray ionization mass spectra. Through a comparison with the Br?nsted acid-catalyzed system, the study confirmed that the existence of the OTf moiety can significantly lower the barriers associated with the rearrangement and elimination processes. Meanwhile, emphasis was placed on the critical role that the anion plays, as well as the fact that the anion effect is directly related to the chemoselectivity.
METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES
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Paragraph 0050-0052, (2017/11/15)
A synthetic route for producing a 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine, using a dihydrophenolphthalein intermediate is provided. The dihydrophenolphthalein can be obtained by reduction of a precursor phenolphthalein that is commonly used in the manufacture of phthalimidines. Formation of the dihydrophenolphthalein is followed by activation, amide formation, and oxidation to provide the product phthalimidine
Bisphenols and poly(imidoarylether ketone)s and poly(imidoarylether sulfone)s produced therefrom
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, (2008/06/13)
Bisphenols having a pendent imide moiety, of formula (I) STR1 in which R1, R2, R3 and R4, which may be the same or different, are selected from hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, alkoxy of 1 to 6 carbon atoms and aryloxy of 6 to 10 carbon atoms; R5 is selected from fluorine, chlorine, bromine and alkyl of 1 to 6 carbon atoms, and m is 0, 1, 2, 3 or 4; and R7 is alkyl of 1 to 18 carbon atoms, aryl of 6 to 10 carbon atoms, unsubstituted or substituted one or more times by a substituent selected from fluorine, chlorine, trifluoromethyl, alkyl of 1 to 6 carbon atoms, and phenyl, or heteroaryl; are useful in producing poly(imidoarylether ketone)s and poly(imidoarylether sulfone)s which are amorphous and are soluble in readily available solvents, while displaying high glass transition temperatures and good thermo-oxidative stability.