CAS: 383-29-9; 4,4'-Sulfonylbis(Fluorobenzene)

该化合物是有机化合物,其特点是其全氟辛烷磺酸功能组和联苯环所附两个氟原子,该化合物一般是白色和白外固体,以其稳定性和耐热性和化学降解性而闻名,适合各种工业用途;具有相对较高的熔点,并且可溶于有机溶剂,这增强了其在有机合成和材料科学中的用途;氟原子的存在有助于其独特的电子特性,有可能影响其再活动及与其他化学物种的相互作用;4,4欧元二氟二苯磺酸经常用于聚合物,药物的生产,并作为有机合成的中间体;安全数据表明,与许多全氟辛烷磺酸化合物一样,应谨慎处理,因为它可能对接触健康造成危害.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

fluorobenzene 4-Fluorobenzenesulfonyl chloride 4,4'-difluorodiphenyl sulfide bis(4-fluorophenyl)sulfoxide 1-fluoro-4-((4-methoxyphenyl)sulfonyl)benzene 3,3'-dinitro-4,4'-difluorodiphenyl sulphone 4-[(4-fluorophenyl)sulfonyl]benzeneamine 4-fluoro-4'-(4''-methoxyphenyloxy)diphenyl sulfone

合成工艺路线路线简述

    Sodium 4-Fluorobenzenesulfinate置于copper Diacetate体系中,用 乙腈 作为反应溶剂,化学反应 3.0H,以88%的收率获得产物4,4'-二氟二苯砜
    参考文献:芳基亚磺酸钠均偶联合成对称二芳基砜
    标题:芳基亚磺酸钠均偶联合成对称二芳基砜
    摘要:报道了一种由 Cu(II) 促进的芳基亚磺酸钠的有效实际均偶联反应,通过分子间交叉偶联以高选择性和反应性获得对称的二芳基砜衍生物.这种同偶联反应对许多官能团具有耐受性,并且在温和的条件下进行.
    DOI:10.3184/174751914X13946336636551

    海关参考信息

    专利信息


    专利号:US-9035013-B2
    优先权日:2010-08-04
    标 题 :Sulphur-containing triazine monomer that can be used for the synthesis of a polymer membrane for a fuel cell
    发明人:FEDURCO MILAN
    权利人:FEDURCO MILAN; MICHELIN & CIE; MICHELIN RECH TECH
    摘要:A sulphur-containing triazine monomer is provided that can be used in the synthesis of a polymer membrane for a PEM-type fuel cell. The sulphur-containing triazine monomer has a structure corresponding to a formula (I): n nin which:n Tz represents a 1,3,5-triazine nucleus; X 1 and X 2 , which are identical or different, represent S, SO, or SO 2 ; Ar 1 , Ar 2 , Ar 4 and Ar 5 , which are identical or different, represent a substituted or unsubstituted phenylene group; Ar 3 represents a substituted or unsubstituted phenyl group; and Z 1 and Z 2 , which are identical or different, are selected from a group that includes halogens, hydroxyl, alkoxyl, thiol, carboxyl, carboxylates, amine, sulphonamide, acyl chlorides, sulphonyl chlorides, sulphonyl fluorides, isocyanates, and combinations thereof.

    专利号:US-7579427-B2
    优先权日:2004-06-30
    标 题 :Synthesis of poly(arylene)s copolymers containing pendant sulfonic acid groups bonded to naphthalene as proton exchange membrane materials
    发明人:GAO YAN; GUIVER MICHAEL D; ROBERTSON GILLES P
    权利人:CA NAT RESEARCH COUNCIL
    摘要:A new series of wholly aromatic poly(arylene ether ether ketone ketone)s containing pendant sulfonic acid groups (SPAEEKK) were conveniently prepared by potassium carbonate mediated nucleophilic polycondensation reactions of inexpensive commercially available monomers: 1,3-bis(4-fluorobenzoyl)benzene (BFBB), sodium 6,7-dihydroxy-2-naphthalenesulfonate (DHNS), and 4,4′-biphenol or hydroquinone in N-methyl-2-pyrrolidone (NMP) at 170° C. FT-IR and NMR were used to characterize the structures and the sulfonate or sulfonic acid contents (SC) of the polymers. Flexible membrane films were obtained by casting N,N-dimethylacetamide (DMAc) solutions of copolymers. Membrane films in acid form were then obtained by treating the sodium form membrane films in 2 N sulfuric acid at room temperature. Glass transition temperatures (T g s) and decomposition temperatures (T d s) of SPAEEKKs in both sodium and acid forms were determined. Water uptake and swelling ratio values increased with SCs and temperatures. The proton conductivities of acid form membrane films increased with SC value and temperature and reached 5.6×10 −2 S/cm at 100° C. for SPAEEKK-100.

    专利号:US-4806601-A
    优先权日:1984-11-08
    标 题:Polyarylene polyethers with pendant vinyl and ethynyl groups and process for preparation thereof
    发明人:PERCEC VIRGIL
    权利人:GOODRICH CO B F
    摘要:A method for the synthesis of polyarylene polyether (PAPE) oligomers with pendant vinyl groups is presented. Aromatic polyether sulfone (APS) and poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) backbones are used for specific examples. Terminal vinyl groups may also be provided on the APS by forming the alpha , omega -di(benzyl)APS before the first step of a synthesis to form a pendant groups which step involves the chloromethylation of APS and PPO to provide oligomers with chloromethyl groups. PPO containing bromomethyl groups was obtained by radical bromination of the PPO methyl groups. Both chloromethylated and bromomethylated starting materials are converted to their phosphonium salts, and then subjected to a phase transfer catalyzed Wittig reaction to provide the pendant vinyl groups. An APS containing pendant ethynyl groups is prepared by bromination of the APS with pendant vinyl groups, followed by a phase transfer catalyzed dehydrobromination. Differential scanning calorimetry analysis of the thermal curing of the oligomers containing pendant vinyl groups, and, ethynyl groups, showed that the curing reaction is much faster for the former. The resulting network polymers were flexible when the starting oligomer contained pendant vinyl groups, and very rigid when it contained pendant ethynyl groups.

    专利号:US-4634742-A
    优先权日:1984-11-08
    标题 :Polyarylene polyethers with pendant vinyl groups and process for preparation thereof
    发明人:PERCEC VIRGIL
    权利人:GOODRICH CO B F
    摘要:A method for the synthesis of polyarylene polyether (PAPE) oligomers with pendant vinyl groups is presented. Aromatic polyether sulfone (APS) and poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) backbones are used for specific examples. Terminal vinyl groups may also be provided on the APS by forming the alpha , omega -di(benzyl)APS before the first step of a synthesis to form pendant groups which step involves the chloromethylation of APS and PPO to provide oligomers with chloromethyl groups. PPO containing bromomethyl groups was obtained by radical bromination of the PPO methyl groups. Both chloromethylated and bromomethylated starting materials are converted to their phosphonium salts, and then subjected to a phase transfer catalyzed Wittig reaction to provide the pendant vinyl groups. An APS containing pendant ethynyl groups is prepared by bromination of the APS with pendant vinyl groups, followed by a phase transfer catalyzed dehydrobromination. Differential scanning calorimetry analysis of the thermal curing of the oligomers containing pendant vinyl groups, and, ethynyl groups, showed that the curing reaction is much faster for the former. The resulting network polymers were flexible when the starting oligomer contained pendant vinyl groups, and very rigid when it contained pendant ethynyl groups.

    专利号:US-11658322-B2
    优先权日:2019-11-04
    标 题:Membranes and anion conductive polymers
    发明人:SWAGER TIMOTHY MANNING; GROSSMAN JEFFREY C; LIN SIBO; KIM YOONSEOB; WANG YANMING; FRANCE-LANORD ARTHUR; WU YOU-CHI; LI YIFAN; WANG YICHONG
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:A major challenge in the development of anion exchange membranes for fuel cells is the design and synthesis of highly stable (chemically and mechanically) and conducting membranes. Membranes that can endure highly alkaline environments while rapidly transporting hydroxides are desired. A design for using cross-linked polymer membranes is disclosed to produce ionic highways along charge delocalized pyrazolium and homoconjugated triptycenes. The ionic highway membranes show improved performance in key parameters. Specifically, a conductivity of 111.6 mS cm −1 at 80° C. was obtained with a low 7.9% water uptake and 0.91 mmol g −1 ion exchange capacity. In contrast to existing materials, these systems have higher conductivities at reduced hydration and ionic exchange capacities, emphasizing the role of the highway. The membranes retain more than 75% of initial conductivity after 30 days of alkaline stability test. This effective water management through ionic highways is confirmed by density functional theory and Monte Carlo studies. A single cell with platinum group metal catalysts at 80° C. showed a high peak density of 0.73 W cm −2 (0.45 W cm −2 from silver-based cathode) and stable performance during 400 h tests.

    专利号:US-4701514-A
    优先权日:1984-03-06
    标题:Difunctionalized polyarylene polyethers and process for preparation thereof
    发明人:PERCEC VIRGIL
    权利人:GOODRICH CO B F
    摘要:Oligomers of polyarylene polyethethers (PAPE) having a mol wt &upbar& M in the range from 1000 to about 10,000 are converted to difunctionalized oligomers so as, in the first instance, to provide a reactive double bond (for example, a vinylbenzyl group) at each end of the PAPE; and, in the second instance, to provide a triple bond (benzylethynyl group) at each end of the PAPE. The PAPE most preferably has a repeating unit which is the residuum of two dihydric phenols or thiophenols ('DHP') linked through a C=O, -S-S-, or -SO2-group, or a Si or C atom, and or ether O, or thioether S atoms. The preferred repeating unit is formed by reaction of a DHP such as bisphenol A (BPA) with a halogenated DHP such as dichlorophenyl sulfone (DCPS) so as to provide an alternating configuration. The repeating unit may also include a linking residue of a reactive solvent which residue provides chain extension in the backbone. An oligomer which is a homopolymer having a repeating unit in which at least four benzenoid rings are connected through ether O atoms, may also be difunctionalized. In particular, alpha , omega -di(phenol)aromatic polyether sulfone oligomers ('APS') are esterified so as to have terminal methacrylyl groups; and, etherified so as to have styryl end groups which are thermally crosslinkable. Illustrated are APS oligomers having BPA-DPS repeating units. The BPA moiety may be replaced with other diphenols. The synthesis of PAPE oligomers with terminal double bonds is carried out with a fast and quantitative modified Williamson etherification of the PAPE with an electrophilic haloalkyl reactant ('HAR') such as chloromethylstyrene ('CIMS') in the presence of a major molar amount (more than 50 mol% based on the number of moles of OH or SH groups originally present in the APS) of a phase transfer catalyst ('PTC') such as tetrabutylammonium hydrogen sulfate ('TBAH'). The vinyl groups at each end of the oligomer may then be converted to ethynyl groups by bromination of the DAPS in CH2Cl2 or CHCl3, followed by dehydrobromination in the presence of potassium-tertbuoxide (K-t-Bu''). The glass transition temperature (Tg) of the di(styrenated)APS after thermal curing is unexpectedly much higher than that of the APS from which it is derived.
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    主要参考文献

    [参考文献]: Yi-Fan Zhao, Et Al. Versatile Antifouling Polyethersulfone Filtration Membranes Modified Via Surface Grafting Of Zwitterionic Polymers From A Reactive Amphiphilic Copolymer Additive. J Colloid Interface Sci. 2015 Jun 15:448:380-8.

    合成参考文献


    摘要:Harsanyi, A.; Sandford, G., Science of Synthesis Knowledge Updates, (2015) 1, 170.
    参考文献:10.1128/aac.41.2.385
    摘要:Neamati N, Mazumder A, Zhao H, Sunder S, Burke TR, Schultz RJ, Pommier Y. Diarylsulfones, a novel class of human immunodeficiency virus type 1 integrase inhibitors. Antimicrob Agents Chemother. 1997 Feb;41(2):385–93.
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