Temperature indicator - time, including the spiropyran of India renin base having a N- acetyl ester side chain N- or acetyl amide side chains

摘要

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