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    • 117. 发明专利
    • DE50311208D1
    • 2009-04-09
    • DE50311208
    • 2003-10-29
    • SALTIGO GMBH
    • MARHOLD ALBRECHT DRPLESCHKE AXEL DR
    • C07C209/68C07B61/00C07C211/52C07C231/12C07C233/15
    • Preparation of polyhaloalkylaryls is by reaction of a substituted aryl compound with a chloro- or bromo-substituted alkyl compound in a multi-phase reaction medium containing an aqueous phase and at least one (especially only one) organic phase, the reaction being phase transfer-catalyzed and in presence of a reductant and/or light of wavelength 400 nm or below. Preparation of polyhaloalkylaryls of formula (I) is by reaction of a substituted aryl compound of formula (II) with a chloro- or bromo- substituted alkyl compound of formula (III) in a multi-phase reaction medium containing an aqueous phase and at least one (especially only one) organic phase, the reaction being phase transfer-catalyzed and in presence of a reductant and/or light of wavelength 400 nm or below. R1 = 1-12C alkyl, NR8R9 or OR10; R8 - R10 = H, 1-12C alkyl, CO(1-12C alkyl), CO(5-14C aryl), CO(6-15C aralkyl), COO(1-12C alkyl), COO(5- 14C aryl), COO(6-15C aralkyl), COO(2-12 alkenyl), CONH(1-12C alkyl), CONH(5- 14C aryl), CONH(6-15C aralkyl), CON(1-12C alkyl)2, CON(5-14C aryl)2, CON(6-15C aralkyl)2 or 6-15C aralkyl or NR8R9 completes a 4-16C cyclic group; R2 - R6 = H, F, Cl, Br or 1-12C perfluoroalkyl and/or 2 of the residues form one or more cyclic perfluoroalkyls each with 4-20C, the sum of the F atoms on C atoms bonded to the aromatic ring and the F atoms on adjacent C atoms being at least2; n = 1 or 2; R7 = 1-12C alkyl, 5-14C aryl, 6-15C aralkyl, OH, Cl, Br, F, NO2, CN, optionally protected formyl, 1-12C alkyl, 1-12C haloalkyl, 5-14C aryl, 6-15C aralkyl or a group of formula A-B-D-E, AE, A-SO2-E, A-B-SO2R11, A-SO3W or A-COW or 2 R7 groups together form a 5-12C cyclic group; A = absent or is 1- 8C alkylene; B = O, S or NR12; D = carbonyl; E = R13, OR13, NHR11 or N(R11)2; W = OH, NH2 or OM; R11 = 1-8C alkyl, 6-15C aralkyl, 6-14C aryl or N(R11)2 forms a 4-12C cyclic amino group; R12 = H, 1-8C alkyl, 6- 15C aralkyl or 5-14C aryl; R13 = 1-8C alkyl, 6-15c aralkyl or 5-14C aryl; M = alkali metal ion, semi-equivalent of an alkaline earth metal , ammonium or organic ammonium; and m = integer 0-(5-n). Independent claims are also included for: (1) compounds of formula (XI); (2) compounds of formula (XII). residue R2R3R4C- CR5R6 = a secondary or tertiary group or is a primary group comprising 2-bromo- 1,1,2,2-tetrafluoroethyl, 2-chloro-1,1,2,2-tetrafluoroethyl, 2-bromo-2-chloro- trifluoroethyl or 2-bromo-1-chloro-trifluoroethyl, compounds in which residue R2R3R4C-CR5R6 is wholly perfluoroalkyl being excluded. (XIa) = a compound of formula (XI) with at least one primary, secondary or tertiary amino function; v = a number between 1 and the number of primary, secondary or tertiary amino functions in (XIa); and Y = an anion.
    • 120. 发明专利
    • DE502004007351D1
    • 2008-07-24
    • DE502004007351
    • 2004-10-08
    • SALTIGO GMBH
    • MIKULAS MARK DRMARHOLD ALBRECHT DR
    • C07C245/08C07B61/00C07C209/42C07C211/52
    • Method for preparing fluoroaniline compounds (I) comprises: (a) reacting a haloazobenzene (III) with an ionic fluoride to form a fluoroazobenzene (IV); and (b) reducing (IV). Method for preparing fluoroaniline compounds of formula (I) comprises: (a) reacting a haloazobenzene of formula (III) with an ionic fluoride to form a fluoroazobenzene of formula (IV); and (b) reducing (IV). [Image] [Image] m : 0-(5-n-p); n : 1-4; p : 0-2, provided n+p is at most 4; R 1>hydrogen, fluoro, 1-12C (fluoro) alkyl, 5-14C aryl, 6-15C aralkyl, 1-12C fluoroalkylthio, 1-12C fluoroalkoxy, 1-12C alkylsulfonyl or a group -AQ; A : bond or 1-8C (fluoro)alkylene; Q : cyano, COOR 2>, COHal 2>, CON(R 2>) 2, CONH 2or -B'-R 2>; B' : oxygen or NR 2>; R 2>1-8C alkyl, 6-15C aralkyl or 5-14C aryl, or N(R 2>) 2is a cyclic amino residue with a total of 4-12C; Hal 1>chloro or bromo; and Hal 2>is not defined. An independent claim is also included for the following new compounds:2,2'-dichloro-; 2,2',6,6'-tetrachloro- and 2,2',4,4',6,6'-hexachloro-3,3'-bis(trifluoromethyl)azobenzene; 4,4'-dichloro-2.2'-bis(trifluoromethyl)azobenzene; 2,2'-difluoro-, 2,2',6,6'-tetrafluoro- and 2,2',4,'6,6'-hexafluoro-3,3'-bis(trifluoromethyl)azobenzene, and 4,4'-difluoro-2,2'-bis(trifluoromethyl)azobenzene.