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US4385182A Expired / Lapsed US ⏱️ 0.0 years remaining

Thioxanthonecarboxylic acids and thioxanthonecarboxylic acid derivatives

Assignee: BASF Corp
•
Filing: 1981-04-28
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Granted: 1983-05-24
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Expires: 2001-04-28
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Abstract

Abstract Novel thioxanthonecarboxylic acids and thioxanthonecarboxylic acid derivatives of the formula I ##STR1## in which Y is --COOH, --CO-halogen, --CN or a carboxylic acid ester, thioester or amide group and X, Z and W are as defined in the patent claim, are described. The compounds of the formula I in which Y is other than --CO--halogen are suitable as sensitizers for photo-crosslinkable polymers or as initiators for photo-polymerization of ethylenically unsaturated compounds or for photo-chemical crosslinking of polyolefins. The acid halides of the formula I are starting materials for the preparation of the corresponding nitriles and carboxylic acid esters, thioesters and amides.

Inventors

  • 👤 Walter Fischer
  • 👤 Vratislav Kvita
  • 👤 Hans Zweifel
  • 👤 Louis Felder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 23:48
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/031; C; C07; C07D; C07D335/00; C07D335/04; C07D335/10; C07D335/12; C07D335/14; C07D335/16; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; C08K; C08K5/00; C08K5/36; C08K5/45; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/116

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 206 words
A compound of the formula I ##STR44## in which W is halogen, --CN, --OH, --N(R 1 )(R 2 ), --NO 2 , phenylsulfonyl, toluylsulfonyl, C 1-4 -alkylsulfonyl, C 1-10 -alkoxy, C 1-10 -alkylthio, C 1-12 -halogenoalkylthio, phenoxy, toluyloxy, phenylthio, chlorophenylthio, toluylthio, azido, 4,5-bis-C 1-2 -alkoxycarbonyl-1,2,3-triazolyl, C 3-5 -alkenyloxy, C 3-5 -alkynyloxy, 1-nitroalkyl having 1-5 C atoms, --CH(COOR 3 ) 2 , --C(COOR 3 ) 2 (CH 3 ), --CH(CN)(COOR 3 ), --C(CN)(COOR 3 )(CH 3 ), --CH(CN) 2 , --C(CN) 2 (CH 3 ), --CH 2 COOH or --CH(CH 3 )(COOH), Y is --CO-halogen, --COOR 1 , --COSR 1 , --CON(R 1 )(R 2 ), --CO-piperidyl, --CO-pyrrolidinyl, --CO-morpholinyl or --CN, Z is hydrogen, halogen, --OH or alkyl, alkoxy, alkylthio or N,N-dialkylamino having in each case 1-4 C atoms in the alkyl groups, X can have the same meaning as W or is hydrogen, --SO 3 H, alkyl, --NHCO-alkyl or --CO-alkyl having in each case 1-4 C atoms in the alkyl group, --COOR 1 , -- COSR 1 , --CON(R 1 )(R 2 ), --CO-piperidyl, --CO-pyrrolidinyl or --CO-morpholinyl, R 1 is hydrogen, C 1-20 -alkyl, C 5-12 -cycloalkyl, phenyl, naphthyl or benzyl, R 2 is hydrogen or C 1-20 -alkyl and R 3 is methyl or ethyl.
Claim 2
Dependent Claim 206 words
A compound of the formula I ##STR44## in which W is halogen, --CN, --OH, --N(R 1 )(R 2 ), --NO 2 , phenylsulfonyl, toluylsulfonyl, C 1-4 -alkylsulfonyl, C 1-10 -alkoxy, C 1-10 -alkylthio, C 1-12 -halogenoalkylthio, phenoxy, toluyloxy, phenylthio, chlorophenylthio, toluylthio, azido, 4,5-bis-C 1-2 -alkoxycarbonyl-1,2,3-triazolyl, C 3-5 -alkenyloxy, C 3-5 -alkynyloxy, 1-nitroalkyl having 1-5 C atoms, --CH(COOR 3 ) 2 , --C(COOR 3 ) 2 (CH 3 ), --CH(CN)(COOR 3 ), --C(CN)(COOR 3 )(CH 3 ), --CH(CN) 2 , --C(CN) 2 (CH 3 ), --CH 2 COOH or --CH(CH 3 )(COOH), Y is --CO-halogen, --COOR 1 , --COSR 1 , --CON(R 1 )(R 2 ), --CO-piperidyl, --CO-pyrrolidinyl, --CO-morpholinyl or --CN, Z is hydrogen, halogen, --OH or alkyl, alkoxy, alkylthio or N,N-dialkylamino having in each case 1-4 C atoms in the alkyl groups, X can have the same meaning as W or is hydrogen, --SO 3 H, alkyl, --NHCO-alkyl or --CO-alkyl having in each case 1-4 C atoms in the alkyl group, --COOR 1 , -- COSR 1 , --CON(R 1 )(R 2 ), --CO-piperidyl, --CO-pyrrolidinyl or --CO-morpholinyl, R 1 is hydrogen, C 1-20 -alkyl, C 5-12 -cycloalkyl, phenyl, naphthyl or benzyl, R 2 is hydrogen or C 1-20 -alkyl and R 3 is methyl or ethyl.
Claim 3
Dependent Claim 17 words
A compound of the formula I according to claim 1, in which Y is other than --CO-halogen.
Claim 4
Dependent Claim 230 words
A compound of the formula I according to claim 1, in which W is halogen, --CN, --N(R 1 )(R 2 ), in which R 1 and R 2 independently of one another are hydrogen or C 1-4 -alkyl, or NO 2 , phenylsulfonyl, p-toluylsulfonyl, C 1-4 -alkylsulfonyl, C 1-4 -alkoxy, C 1-4 -alkylthio, --SCH 2 CH 2 --CF 2 ) n F, in which n is 4, 6, 8 or 10, phenoxy, p-toluyloxy, phenylthio, p-chlorophenylthio, p-toluylthio, azido, 4,5-bis-(C 1-2 -alkoxycarbonyl)-1,2,3-triazolyl, 1-nitroalkyl having 1-5 C atoms, --CH(COOR 3 ) 2 , --C(COOR 3 ) 2 (CH 3 ), --CH(CN)(COOR 3 ), --C(CN)(COOR 3 )(CH 3 ), --CH(CN) 2 , --C(CN) 2 (CH 3 ), --CH 2 COOH or --CH(CH 3 )(COOH), Y is --COOH, --CN, --COOalkyl having 1-8 C atoms in the alkyl moiety, --COSalkyl having 1-4 C atoms in the alkyl moiety or --CON(R 1 )(R 2 ), in which R 1 and R 2 independently of one another are hydrogen or C 1-4 -alkyl, Z is hydrogen, halogen or C 1-4 -alkyl, X is hydrogen, C 1-4 -alkyl, C 1-4 -alkoxy, --COOalkyl having 1-8 C atoms in the alkyl moiety, --COSalkyl having 1-4 C atoms in the alkyl moiety or --CON(R 1 )(R 2 ), in which R 1 and R 2 independently of one another are hydrogen or C 1-4 -alkyl, and R 3 is methyl or ethyl.
Claim 5
Dependent Claim 100 words
A compound of the formula I according to claim 1, in which X is hydrogen, halogen, alkyl, alkoxy or alkylthio having in each case 1-4 C atoms, or acetylamino, Z is hydrogen, halogen or alkyl having 1-4 C atoms, W is chlorine, bromine, --NH 2 , --NO 2 , C 1-4 -alkylsulfonyl, phenylsulfonyl, p-toluylsulfonyl, C 1-4 -alkoxy, C 1-4 -alkylthio, p-chlorophenylthio or 2-nitro-2-propyl and Y is --COOH, --CN, --COOalkyl having 1-8 C atoms in the alkyl moiety or --CON(R 1 )(R 2 ), in which R 1 and R 2 independently of one another are C 1-4 -alkyl or hydrogen.
Claim 6
Dependent Claim 43 words
A compound of the formula I according to claim 1, in which X is hydrogen, or methyl which is bonded in the 7-position, Z is hydrogen, W is chlorine, --NO 2 or phenylsulfonyl and Y is --COOH or --COOalkyl having 1-8 C atoms.
Claim 7
Dependent Claim 35 words
A compound of the formula I according to claim 1, in which X and Z are each hydrogen, W is the nitro group and Y is --COOH, --COOCH 3 or --COOC 2 H 5 .

References Cited (Backward Citations)

US3642997A Cited
US3904647A Cited
GB1458185A Cited
DE2811755A1 Cited
US4348530A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-05-23 1986-11-22 1987-05-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-05-23 1990-11-22 1991-05-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-05-23 1994-11-22 1995-05-24 $7700.00 Window Closed / Lapsed

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