专利号:US-11970449-B2 优先权日:2021-10-04 标 题:Mechanochemical based synthesis of perfluoropyridine monomers for polymerization 发明人:IACONO SCOTT T; FRIESEN CHADRON M 权利人:US GOV AIR FORCE; US AIR FORCE 摘要:The present invention relates to a mechanochemical based synthesis of perfluoropyridine monomers, polymers made using such monomers and methods of making and using articles comprising such polymers. Such perfluoropyridine monomers are easily chemically tuned have the strength needed for high temperature applications and the flexibility needed for low temperature applications. In addition, to the aforementioned monomers, a mechanochemical based synthesis for such perfluoropyridine monomers is provided. All of the aforementioned performance application advantages are also found in polymers comprising Applicants' perfluoropyridine monomers.
专利号:US-8981036-B2 优先权日:2012-08-02 标 题:Synthesis of and curing additives for phthalonitriles 发明人:KELLER TEDDY M; LASKOSKI MATTHEW 权利人:KELLER TEDDY M; LASKOSKI MATTHEW; US NAVY 摘要:A composition having a mixture of the below compounds having a mole ratio of at least 1:20. Ar 1 and Ar 2 are independently selected aromatic groups. A composition comprising phthalonitrile compounds that comprise at least 5 mol % of the first compound below. n nA method of: providing a solution of a dichloroaromatic compound having an electron-withdrawing group bound to each aromatic ring containing one of the chloride groups; a dihydroxyaromatic compound or anion thereof; an organic transition metal complex or a transition metal salt; an alkaline hydroxide base; and a solvent; and heating the solution to a temperature at which the dichloroaromatic compound and the dihydroxyaromatic compound react to form a dimetallic salt of an aromatic ether oligomer. The molar ratio of the dihydroxyaromatic compound to the dichloroaromatic compound is greater than 2:1. Water formed during the heating is concurrently distilled from the solution.
专利号:US-7615300-B2 优先权日:2005-08-30 标 题 :Development of novel proton-conductive polymers for proton exchange membrane fuel cell (PEMFC) technology 发明人:BAE CHULSUNG 权利人:REGENTS UNIVERSITY AND COMMUNI 摘要:New thermally and chemically stable sulfonic acid-containing polymers are synthesized via post-sulfonation of aromatic polymers. These new polymers provide unique benefits to proton exchange membrane fuel cell technology (“PEMFCâ€?). As a sulfonic acid moiety can be easily installed into an aromatic ring via electrophilic sulfonation, even in the presence of an electron-withdrawing substituent such as —F, rigid polymers consisting of aromatic rings at either the side chain or main chain can be prepared with a wide range of substituents and flexibility in properties. Novel synthetic procedures are provided for synthesis of the polymers.
专利号:US-9085692-B1 优先权日:2014-02-25 标题 :Synthesis of oligomeric divinyldialkylsilane containing compositions 发明人:LASKOSKI MATTHEW; KELLER TEDDY M; SAAB ANDREW 权利人:LASKOSKI MATTHEW; KELLER TEDDY M; SAAB ANDREW; US GOVERNMENT 摘要:A method of: providing a solution of: a dichloroaromatic compound having an electron-withdrawing group bound to each aromatic ring containing one of the chloride groups; an excess of a dihydroxyaromatic compound; a base; and a solvent; heating the solution to a temperature at which the dichloroaromatic compound and the dihydroxyaromatic compound react to form an aromatic ether oligomer; and reacting the aromatic ether oligomer with a chlorodialkylvinylsilane to form one or more vinyl-terminated compounds having the formula below. The aromatic ether oligomer is a dihydroxy-terminated compound or a dimetallic salt thereof. Water formed during the heating is concurrently distilled from the solution. Each R is an alkyl group, Ar 1 is a residue from the dichloroaromatic compound, Ar 2 is a residue from the dihydroxyaromatic compound, and n is a non-negative integer.
专利号:WO-2015183518-A1 优先权日:2013-03-15 标 题:Synthesis of and curing additives for phthalonitriles 发明人:KELLER TEDDY M; LASKOSKI MATTHEW; SAAB ANDREW 权利人:US GOVERNMENT; KELLER TEDDY M; LASKOSKI MATTHEW; SAAB ANDREW 摘要:A method of: providing a solution of a dichloroaromatic compound having an electron- withdrawing group bound to each aromatic ring containing one of the chloride groups; a dihydroxyaromatic compound or anion thereof; an organic transition metal complex or a transition metal salt; a base; and a solvent; and heating the solution to a temperature at which the dichloroaromatic compound and the dihydroxyaromatic compound react to form a dimetallic salt of an aromatic ether oligomer. The molar ratio of the dihydroxyaromatic compound to the dichloroaromatic compound is greater than 2: 1. Water formed during the heating is concurrently distilled from the solution. A composition having a mixture of the below compounds having a mole ratio of at least 1:20. Ar 1 and Ar 2 are independently selected aromatic groups. A composition comprising phthalonitrile compounds that comprise at least 5 mol% of the first compound below.
专利号:US-8735532-B2 优先权日:2012-08-02 标题 :Synthesis of and curing additives for phthalonitriles 发明人:KELLER TEDDY M; LASKOSKI MATTHEW; SAAB ANDREW 权利人:KELLER TEDDY M; LASKOSKI MATTHEW; SAAB ANDREW; US NAVY 摘要:A method of: providing a solution of a dichloroaromatic compound having an electron-withdrawing group bound to each aromatic ring containing one of the chloride groups; an excess of a dihydroxyaromatic compound; an organic transition metal complex or a transition metal salt; a base; and a solvent; and heating the solution to a temperature at which the dichloroaromatic compound and the dihydroxyaromatic compound react to form an aromatic ether oligomer that is a dihydroxy-terminated compound or a dimetallic salt thereof. Water formed during the heating is concurrently distilled from the solution. A method of curing a phthalonitrile monomer in the presence of an acid and a curing agent to form a phthalonitrile thermoset.
[参考文献]: Jorge Regueiro, Et Al. Derivatization Of Bisphenol A And Its Analogues With Pyridine-3-Sulfonyl Chloride: Multivariate Optimization And Fragmentation Patterns By Liquid Chromatography/orbitrap Mass Spectrometry. Rapid Commun Mass Spectrom. 2015 Aug 30;29(16):1473-84. [参考文献]: Jorge Regueiro, Et Al. Determination Of Bisphenols In Beverages By Mixed-Mode Solid-Phase Extraction And Liquid Chromatography Coupled To Tandem Mass Spectrometry. J Chromatogr A. 2015 Nov 27:1422:230-238. [参考文献]: Katra Kolek, Et Al. Screening Of Bisphenol A, Triclosan And Paraben Analogues As Modulators Of The Glucocorticoid And Androgen Receptor Activities. Toxicol In Vitro. 2015 Feb;29(1):8-15. [参考文献]: Marcin Broniatowski, Et Al. Studies On The Interactions Of Bisphenols With Anionic Phospholipids Of Decomposer Membranes In Model Systems. Biochim Biophys Acta. 2016 Apr;1858(4):756-66. [参考文献]: Wei Wang, Et Al. A Comparative Assessment Of Human Exposure To Tetrabromobisphenol A And Eight Bisphenols Including Bisphenol A Via Indoor Dust Ingestion In Twelve Countries. Environ Int. 2015 Oct:83:183-91.
合成参考文献
摘要:US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.10. Jan, 2011. Available from, as of Nov 5, 2012: 摘要: 摘要: 摘要:Franke C et al; Chemosphere 29: 1501-14 (1994) 摘要:SPARC; pKa/property server. Ver 4.6., Oct, 2011. Available from, as of Nov 5, 2012: https://archemcalc.com/sparc/