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    • 3. 发明授权
    • Benzimidazole-pyridone-based azo dyes
    • 苯并咪唑 - 吡啶酮基偶氮染料
    • US07217803B2
    • 2007-05-15
    • US10537063
    • 2003-11-26
    • Leonhard FeilerThomas RaimannThomas EichenbergerMax Hügin
    • Leonhard FeilerThomas RaimannThomas EichenbergerMax Hügin
    • C09B31/14C09B29/36C09B69/04D06P3/60
    • C09B69/045C09B29/3617C09B31/14Y10S8/922
    • The present invention relates to azo dyes of formula (1) which are soluble in organic solvents, wherein R1 is —CN, —COOR5, —CONR6R7 or a heterocyclic ring, R2 is unsubstituted or substituted alkyl, unsubstituted or substituted aryl, —CF3, —COOR5, —CONR6R7 or —COR5, R3 is hydrogen, —SO3M, alkyl, alkoxy, alkylcarbonyl, —NO2 or halogen, R4 is substituted aryl, substituted heteroaryl or an aryl-N═N-aryl radical, wherein one or both of the aryl radicals in aryl-N═N-aryl is/are unsubstituted or substituted, or a radical heteroaryl-N═N-heteroaryl, wherein one or both of the heteroaryl radicals in heteroaryl-N═N-heteroaryl is/are unsubstituted or substituted, R5 is hydrogen, alkyl or unsubstituted or substituted aryl, R6 is hydrogen, alkyl or unsubstituted or substituted aryl, R7 is hydrogen, alkyl or unsubstituted or substituted aryl, M+ is a cation, n is a number 1, 2 or 3 and m is a number 1, 2 or 3, to a process for the preparation thereof and to the use thereof in the production of colored plastics or polymeric color particles, and as printing inks, printing dyes, coating compositions and wood stains
    • 本发明涉及可溶于有机溶剂的式(1)的偶氮染料,其中R 1是-CN,-COOR 5,-CONR 6 R 7或杂环R 2是未取代或取代的烷基,未取代或取代的芳基,-CF 3 - , - COOR 5,-CONR 6 R 7或-COR 5,R 3, 是氢,-SO 3 M,烷基,烷氧基,烷基羰基,-NO 2或卤素,R 4是取代的芳基,取代的杂芳基或 芳基-NH-芳基,其中芳基-NH-芳基中的一个或两个芳基是未被取代或取代的,或者是杂芳基-NH-杂芳基,其中杂芳基-NN中的一个或两个杂芳基 - 杂芳基是未取代或取代的,R 5是氢,烷基或未取代或取代的芳基,R 6是氢,烷基或未取代或取代的芳基,R SUB > 7是氢,烷​​基或未取代的 取代或取代的芳基,M + +是一种阳离子,n是数字1,2或3,m是数字1,2或3,其制备方法及其用途 在生产有色塑料或聚合彩色颗粒时,以及作为印刷油墨,印刷染料,涂料组合物和木材污渍
    • 5. 发明申请
    • PHOTOSTABILIZED TIME TEMPERATURE INDICATOR
    • 光照时间温度指示器
    • US20100034961A1
    • 2010-02-11
    • US12522559
    • 2007-12-28
    • Elena TenetovHusein SalmanJulien AssousLeonhard FeilerThomas Raimann
    • Elena TenetovHusein SalmanJulien AssousLeonhard FeilerThomas Raimann
    • B05D3/10C07D209/96
    • C09K9/02C09K2211/1029C09K2211/1088G01N31/229
    • The present invention relates to time-temperature indicator (TTI) systems comprising spiropyran indicator of formula (I) wherein R1 is hydrogen, —C1-C6 alkoxy, halogen, —C1-C6 alkyl or —NO2, R2 is hydrogen or —C1-C6 alkoxy; R3 is NO2 halogen; R4 is hydrogen, —C1-C6 alkoxy or halogen; R5 is hydrogen, halogen, —C1-C6 alkoxy, —COOH, —COO—C1-C6alkyl, —CF3 or phenyl; R11 hydrogen or R11 and R5 form together a phenyl ring; Y is phenyl, naphthyl, anthracen-9-yl, 9H-fluoren-9-yl or a residue Formula (A) wherein R6 is hydrogen, halogen, —C1-C6 alkoxy, —NO2, —CF3, —O—CF3, —CN, —COO—C1-C6alkyl, phenyl or biphenyl, 9H-fluoren-9-yl; R7 is hydrogen, halogen, —CN,—C1-C6 alkoxy or R7 and R6 form together a phenyl ring; R8 is hydrogen, halogen, —CN, or —C1-C6 alkoxy; R9 is hydrogen or halogen or CN. R10 is hydrogen or halogen or CN. Ra is —(CH2)n- with n=1-6 or —CH2—CH═CH—. With the proviso that Formula (B) and Formula (C) are excluded.
    • 本发明涉及包含式(I)的螺吡喃指示剂的时间 - 温度指示剂(TTI)系统,其中R 1是氢,-C 1 -C 6烷氧基,卤素,-C 1 -C 6烷基或-NO 2,R 2是氢或-C1- C6烷氧基 R3是NO2卤素; R4是氢,-C 1 -C 6烷氧基或卤素; R 5是氢,卤素,-C 1 -C 6烷氧基,-COOH,-COO-C 1 -C 6烷基,-CF 3或苯基; R11氢或R11和R5一起形成苯环; Y是苯基,萘基,蒽-9-基,9H-芴-9-基或其中R 6是氢,卤素,-C 1 -C 6烷氧基,-NO 2,-CF 3,-O-CF 3, -CN,-COO-C 1 -C 6烷基,苯基或联苯基,9H-芴-9-基; R7是氢,卤素,-CN,-C1-C6烷氧基或R7和R6一起形成苯环; R8是氢,卤素,-CN或-C1-C6烷氧基; R9是氢或卤素或CN。 R 10是氢或卤素或CN。 R a为 - (CH 2)n - ,其中n = 1-6或-CH 2 -CH-CH-。 条件是排除式(B)和式(C)。
    • 7. 发明申请
    • TIME TEMPERATURE INDICATOR COMPRISING INDOLENIN BASED SPIROPYRANS CONTAINING A N-ACETYLAMIDO OR N-ACETYLESTER SIDE CHAIN
    • US20110139059A1
    • 2011-06-16
    • US12990893
    • 2009-05-11
    • Leonhard FeilerThomas Raimann
    • Leonhard FeilerThomas Raimann
    • G01D21/00C07D491/107H05B6/02B05D3/10B05D3/00
    • C07D491/10
    • The present invention relates to time-temperature indicator (TTI) systems comprising indolenin based spiropyrans containing a N-acetylamido or N-acetylester side chain, especially to a time temperature indicator comprising at least one spiropyran indicator of formula (I) Wherein R1 is hydrogen, —C1-C18 alkoxy, —C1-C18 alkylthio, —C1-C18 alkyl-SO—, —C1-C18 alkyl-SO2—, phenylthio, phenyl, halogen, —C1-C18 alkylthio, —C1-C18 alkyl-SO—, —C1-C18 alkyl-SO2—, phenylthio, phenyl, halogen, —C1-C18 alkyl or —NO2; R2 is hydrogen or —C1-C18 alkoxy; R3 is NO2 or halogen; R4 is hydrogen, —C1-C18 alkoxy or halogen; R5 is hydrogen, halogen, —C1-C18 alkoxy, —COOH, —COO—C1-C18alkyl, —CF3 or phenyl; R6 is hydrogen or R6 and R7 form together a phenyl ring; R7 is hydrogen; Ra is hydrogen or —C1-C6 alkyl; Rb is hydrogen or —C1-C6 alkyl, or together with Ra form a 5-6 membered ring; Y is —CH2—COO—R8 or —CH2—CO—N(R10)—R9; or CH2—CO—N(R10)-L-N(R10) CO—CH2— or Y is —CH2—CO—O-L′-O—CO—CH2— wherein R8 is hydrogen, C3-C18alkyl or R8 is ethyl with the proviso that R6 and R7 form together a phenyl ring; R9 is phenyl, mesityl, phenyl-O-phenyl, phenyl-S-phenyl, phenyl once or more than once substituted by halogen, —CF3, C1-C6alkyl, —C1-C6 alkoxy, carboxy, —COO—C1-C6alkyl whereby in case of a more than once substitution, the substituent can be the same or different; R10 is hydrogen, C1-C18alkyl; L is 1,3 phenylene or 1,4 phenylene wherein the phenylene linker is optionally substituted by once or more than once by halogen, —CF3, C1-C18 alkoxy, carboxy, —COO—C1-C18alkyl, —CONH2, —CON(C1-C18alkyl)2, nitro; or L is naphthalene, biphenylene or phenylene-O-phenylene wherein the naphthalene, biphenylene or phenylene-O-phenylene linker is optionally substituted once or more than once by halogen, —CF3, C1-C18alkyl, —C1-C18 alkoxy, carboxy, —COO—C1-C18alkyl, —CONH2, —CON(C1-C18alkyl)2, nitro; L′ is 1,3 phenylene