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    • 1. 发明授权
    • Substituted .alpha.-pyrones
    • 取代的α-吡喃酮
    • US5011944A
    • 1991-04-30
    • US356825
    • 1989-05-24
    • Vratislav KvitaMarcus BaumannWalter FischerCarl W. MayerThomas Allmendinger
    • Vratislav KvitaMarcus BaumannWalter FischerCarl W. MayerThomas Allmendinger
    • C07D309/30B05D1/20C07C45/00C07C50/24C07C67/00C07C69/95C07D309/38C07F7/08C07F7/18C08G61/12C09K9/02H01B1/12
    • B05D1/202B82Y30/00B82Y40/00C07D309/38C08G61/123C09K9/02H01B1/121
    • .alpha.-Pyrones of the formula I ##STR1## in which R.sup.1 is --CF.sub.3 or --COOR.sup.3 and R.sup.3 is the radical of a C.sub.1 -C.sub.18 alcohol diminished by a hydroxyl group, and R.sup.2 is --F, --Br, --Cl, --CN, --CF.sub.3, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 alkynyl, C.sub.1 -C.sub.18 alkoxy, C.sub.1 -C.sub.18 alkylthio, C.sub.1 -C.sub.18 alkylsulfonyl, C.sub.6 -C.sub.16 aryl, C.sub.7 -C.sub.24 alkaryl, C.sub.7 -C.sub.12 aralkyl, C.sub.8 -C.sub.24 alkaralkyl, C.sub.6 -C.sub.16 aryloxy, C.sub.6 -C.sub.16 arylthio, C.sub.6 -C.sub.16 arylsulfonyl, C.sub.7 -C.sub.24 alkaryloxy, C.sub.7 -C.sub.24 alkarylthio, C.sub.7 -C.sub.24 alkarylsulfonyl, C.sub.7 -C.sub.12 aralkyloxy, C.sub.7 -C.sub.12 aralkylthio, C.sub.7 -C.sub.12 aralkylsulfonyl, C.sub.8 -C.sub.24 alkaralyloxy, C.sub.8 -C.sub.24 alkaralylthio, C.sub.8 -C.sub.24 alkaralylsulfonyl, secondary amine having 2 to 24 C atoms or trialkylsilyl or trialkoxysilyl each of which has 3 to 18 C atoms. They are suitable for the preparation of naphtho-1,4-quinones and anthra-1,4-quinones, from which tetrathiotetracenes or tetraselenotetracenes having electrochromic properties can be obtained.
    • 其中R 1为-CF 3或-COOR 3且R 3为被羟基减弱的C 1 -C 18醇基团的式I(I)的α-吡喃酮,R2为-F,-Br,-Cl ,-CN,-CF 3,C 1 -C 18烷基,C 2 -C 18烯基,C 2 -C 18炔基,C 1 -C 18烷氧基,C 1 -C 18烷硫基,C 1 -C 18烷基磺酰基,C 6 -C 16芳基,C 7 -C 24烷芳基,C 7 -C 12芳烷基,C 8 -C 24烷基烷基,C 6 -C 16芳氧基 ,C 6 -C 16芳硫基,C 6 -C 16芳基磺酰基,C 7 -C 24链烯氧基,C 7 -C 24烷芳硫基,C 7 -C 24烷芳基磺酰基,C 7 -C 12芳烷氧基,C 7 -C 12芳烷硫基,C 7 -C 12芳烷基磺酰基,C 8 -C 24链烷氧基,C 8 -C 24烷酰基硫代,C 8 -C 24烷酰基磺酰基, 24个C原子或三烷基甲硅烷基或三烷氧基甲硅烷基,各自具有3至18个C原子。 它们适用于制备萘并-1,4-醌和蒽-1,4-醌,可从中得到具有电致变色特性的四硫代四烯或四硒代四烯。
    • 3. 发明授权
    • Substituted tetrathiotetracenes and tetraselenotetracenes
    • US4981962A
    • 1991-01-01
    • US356824
    • 1989-05-24
    • Marcus BaumannWalter FischerVratislav KvitaCarl W. MayerWolfgang Wernet
    • Marcus BaumannWalter FischerVratislav KvitaCarl W. MayerWolfgang Wernet
    • B05D1/20C07D495/06C07D517/06C07D517/16C08G61/12C09K9/02H01B1/12
    • C07D495/06B05D1/202B82Y30/00B82Y40/00C07D517/06C07D517/08C08G61/123C09K9/02H01B1/121
    • Substituted tetrathiotetracenes and tetraselenotetracenes of the formula I ##STR1## in which Z is --S-- or --Se-- and (a) R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are H and R.sup.5 to R.sup.8 are each H and at least one of the radicals R.sup.5 to R.sup.8 independently of one another is a substituent belonging to the group comprising C.sub.1 -C.sub.20 alkyl--X--.sub.p which is unsubstituted or substituted by halogen, --CN, --CONR.sup.9 R.sup.10, --OR.sup.9, --SR.sup.9 or --COOR.sup.9, with the exception of C.sub.1 -C.sub.4 alkyl and methoxy, C.sub.2 -C.sub.18 alkenyl--X--.sub.p, C.sub.2 -C.sub.18 -alkynyl--X--.sub.p, C.sub.3 -C.sub.8 cycloalkyl--X--.sub.p, (C.sub.1 -C.sub.12 alkyl)--C.sub.3 -C.sub.8 cycloalkyl--X--.sub.p, C.sub.3 -C.sub.8 cycloalkyl-C.sub.r H.sub.2r --X--.sub.p, (C.sub.1 -C.sub.12 alkyl)-C.sub.3 -C.sub.8 -cyclo alkyl-C.sub.r H.sub.2r --X--.sub.p, phenyl--X--.sub.p, (C.sub.1 -C.sub.12)alkyl)-phenyl--X--, phenyl-C.sub.r H.sub. 2r --X--.sub.p and (C.sub.1 -C.sub.12 alkyl)-phenyl-C.sub.r H.sub.2r --X--.sub.p, r is 1 or 2 and p is 0 or 1 and X is --O--, --S--, --SO-- or --SO.sub.2 --, or R.sup.5 to R.sup.8 independently are a substituent belonging to the group comprising --Br, --CF.sub.3, --CN, --Si(C.sub.1 -C.sub.4 alkyl).sub.3, --S--(C.sub.m H.sub.2m O)--.sub.n R.sup.11 or --O--C.sub.m H.sub.2m --O--R.sup.11, or each one of R.sup.5 to R.sup.8 is --F or --Cl and at least one further member of R.sup.5 to R.sup.8 is a substituent of the groups defined above, including C.sub.1 -C.sub.4 alkyl and methoxy, R.sup.9 and R.sup.10 independently of one another are H, C.sub.1 -C.sub.12 alkyl, phenyl or --C.sub.m H.sub.2m --O--.sub.q R.sup.11, or R.sup.9 and R.sup.10 together are tetramethylene, pentamethylene, 3-oxapentylene or --CH.sub.2 CH.sub.2 NR.sup.9 CH.sub.2 CH.sub.2 --, R.sup.11 is H or C.sub.1 -C.sub.12 -alkyl, m is a number from 2 to 4, n is a number from 2 to 20 and q is a number from 1 to 20, orb) R.sup.1 to R.sup.8 independently of one another are H or one of the substituents defined above, including C.sub.1 -C.sub.4 alkyl and methoxy, or --COOR.sup.9 or --CONR.sup.9 R.sup.10 or two pairs of adjacent radicals of R.sup.1 to R.sup.8 are --CO--O--CO-- or --CO--NR.sup.9 --CO--, and at least one of R.sup.1 to R.sup.4 and also R.sup.5 to R.sup.8 is a substituent, with the exception of R.sup.2, R.sup.3, R.sup.6 and R.sup.7 when these are --F and methyl, and where R.sup.9 and R.sup.10 are as defined above.With electron acceptors they form charge-transfer complexes which can be used as organic electrical conductors, displays, optical switches and sensors.
    • 7. 发明授权
    • Process for the preparation of tetrathiotetracenes
    • 四硫代四烯的制备方法
    • US5338863A
    • 1994-08-16
    • US3067
    • 1993-01-11
    • Marcus BaumannCarl W. MayerWolfgang WernetWalter Fischer
    • Marcus BaumannCarl W. MayerWolfgang WernetWalter Fischer
    • B05D1/20C07C69/00C07C69/16C07C69/18C07C69/732C07C69/94C07C255/13C07C255/15C07C255/46C07C317/22C07C323/21C07D495/06C07F7/08C08G61/12C09K9/02H01B1/12
    • C07D495/06B05D1/202B82Y30/00B82Y40/00C07C317/22C07C323/21C07C69/00C07F7/0818C08G61/123H01B1/121C07C2103/00C07C2103/44
    • Compounds of the formula I ##STR1## in which R.sup.1 to R.sup.8 independently of one another are H and at least one of R.sup.1 and R.sup.8 is a substituent belonging to the group --F, --Si(C.sub.1 -C.sub.4 alkyl).sub.3 or --COOR.sup.10 ; or each pair of adjacent radicals of R.sup.1 to R.sup.8 is --CO--O--CO--; or at least one of R.sup.1 to R.sup.8 is C.sub.1 -C.sub.20 alkyl-(X).sub.p --, C.sub.2 -C.sub.20 alkenyl-(X).sub.p --, C.sub.2 -C.sub.20 -alkynyl-(X).sub.p --, C.sub.3 -C.sub.8 cycloalkyl-(X).sub.p --, (C.sub.1 -C.sub.12 alkyl-C.sub.3 -C.sub.8 cycloalkyl-(X).sub.p --, C.sub.3 -C.sub.8 -cycloalkyl-CH.sub.2 --(X).sub.p --, C.sub.1 -C.sub.12 alkyl-C.sub.3 -C.sub.8 cycloalkyl-CH.sub.2 --(X).sub.p --, C.sub.6 -C.sub.10 aryl-X--, C.sub.7 -C.sub.20 alkaryl-X--, C.sub.7 -C.sub.12 aralkyl-(X).sub.p -- or C.sub.8 -C.sub.20 -alkaralkyl-(X).sub.p -- or --Y-- (C.sub.m H.sub.2m --O)--.sub.n R.sup.10 each of which is unsubstituted or substituted by --F, --OH, --CN, C.sub.1 -C.sub.12 alkoxy, C.sub.1 -C.sub.12 acyloxy or --COOR.sup.10 ; R.sup.10 is H or C.sub.1 -C.sub.18 alkyl, X is --O--, --S--, --SO-- or --SO.sub.2 -- and Y is --O-- or --S--, and p is 0 or 1, m is a number from 2 to 6 and n is a number from 2 to 20; and R.sup.9 is C.sub.1 -C.sub.4 acyl which is unsubstituted or substituted by --F.The compounds of the formula I can be reacted directly with sulfur in the presence of catalytic amounts of a sulfonic acid to give 5,6,11,12-tetrathiotetracenes which form electrically conducting charge-transfer complexes with electron donors.
    • 其中R 1至R 8彼此独立地为H并且R 1和R 8中的至少一个为属于基团-F,-Si(C 1 -C 4烷基)3或 - COOR10; 或R 1至R 8的每对相邻基团是-CO-O-CO-; 或者R 1至R 8中的至少一个为C 1 -C 20烷基 - (X)对,C 2 -C 20烯基 - (X)对,C 2 -C 20炔基 - (X)对 - ,C 3 -C 8环烷基 - (X) ,(C 1 -C 12烷基-C 3 -C 8环烷基 - (X)对 - ,C 3 -C 8 - 环烷基-CH 2 - (X)对,C 1 -C 12烷基-C 3 -C 8环烷基-CH 2 - (X) X,C7-C20烷芳基 - (X)对或C8-C20-烷基烷基 - (X)对 - 或-Y-(CmH2m-O)-n10,其各自未被取代或被 -F,-OH,-CN,C 1 -C 12烷氧基,C 1 -C 12酰氧基或-COOR 10; R 10是H或C 1 -C 18烷基,X是-O - , - S - , - SO-或-SO 2 - ,Y是-O - 或-S-,p为0或1,m为2至6的数,n为2至20的数; R 9为未被取代或被-F取代的C 1 -C 4酰基, 在催化量的磺酸存在下,式I可以直接与硫反应,得到5,6,11,12-四硫代四烯,其与电子给体形成导电电荷转移络合物。
    • 8. 发明授权
    • Substituted bisacyloxynaphthacenes
    • 取代的双官能团
    • US5206390A
    • 1993-04-27
    • US356827
    • 1989-05-24
    • Marcus BaumannCarl W. MayerWolfgang WernetWalter Fischer
    • Marcus BaumannCarl W. MayerWolfgang WernetWalter Fischer
    • B05D1/20C07C69/00C07C69/16C07C69/18C07C69/732C07C69/94C07C255/13C07C255/15C07C255/46C07C317/22C07C323/21C07D495/06C07F7/08C08G61/12C09K9/02H01B1/12
    • C07D495/06B05D1/202B82Y30/00B82Y40/00C07C317/22C07C323/21C07C69/00C07F7/0818C08G61/123H01B1/121C07C2103/00C07C2103/44
    • Compounds of the formula I ##STR1## in which R.sup.1 to R.sup.8 independently of one another are H and at least one of R.sup.1 to R.sup.8 is a substituent belonging to the group --F, --Si(C.sub.1 -C.sub.4 alkyl).sub.3 or --COOR.sup.10 ; or each pair of adjacent radicals of R.sup.1 to R.sup.8 is --CO--O--CO--; or at least one of R.sup.1 to R.sup.8 is C.sub.1 -C.sub.20 alkyl--(X).sub.p --, C.sub.2 -C.sub.20 alkenyl--(X).sub.p --, C.sub.2 -C.sub.20 -alkynyl--(X).sub.p --, C.sub.3 -C.sub.8 cycloalkyl--(X).sub.p --, (C.sub.1 -C.sub.12 alkyl--C.sub.3 -C.sub.8 cycloalkyl--(X).sub.p --, C.sub.3 -C.sub.8 -cycloalkyl--CH.sub.2 --(X).sub.p --, C.sub.1 -C.sub.12 alkyl--C.sub.3 -C.sub.8 cycloalkyl--CH.sub.2 --(X).sub.p --, C.sub.6 -C.sub.10 aryl--X--, C.sub.7 -C.sub.20 alkaryl--X--, C.sub.7 -C.sub.12 aralkyl--(X).sub.p -- or C.sub.8 -C.sub.20 --alkaralkyl--(X).sub.p -- or --Y--(C.sub.m H.sub.2m --O)--.sub.n R.sup.10 each of which is unsubstituted or substituted by --F, --OH, --CN, C.sub.1 -C.sub.12 alkoxy, C.sub.1 -C.sub.12 acyloxy or --COOR.sup.10 ; R.sup.10 is H or C.sub.1 -C.sub.18 alkyl, X is --O--, --S--, --SO-- or --SO.sub.2 -- and Y is --O-- or --S--, and p is 0 or 1, m is a number from 2 to 6 and n is a number from 2 to 20; and R.sup.9 is C.sub.1 -C.sub.4 acyl which is unsubstituted or substituted by --F. The compounds are intermediates for the preparation of 5,6,11,12-tetrathiotetracenes which form electrically conducting charge-transfer complexes with electron donors.
    • 其中R 1至R 8彼此独立地为H并且R 1至R 8中的至少一个为属于-F,-Si(C 1 -C 4烷基)3或 - 的基团的式I的化合物(I) COOR10; 或R 1至R 8的每对相邻基团是-CO-O-CO-; 或者R 1至R 8中的至少一个为C 1 -C 20烷基 - (X)对,C 2 -C 20烯基 - (X)对,C 2 -C 20炔基 - (X)对 - ,C 3 -C 8环烷基 - (X) ,(C 1 -C 12烷基-C 3 -C 8环烷基 - (X)对 - ,C 3 -C 8 - 环烷基-CH 2 - (X)对,C 1 -C 12烷基-C 3 -C 8环烷基-CH 2 - (X) X,C7-C20烷芳基 - (X)对或C8-C20-烷基烷基 - (X)对 - 或-Y-(CmH2m-O)-n10,其各自未被取代或被 -F,-OH,-CN,C 1 -C 12烷氧基,C 1 -C 12酰氧基或-COOR 10; R 10是H或C 1 -C 18烷基,X是-O - , - S - , - SO-或-SO 2 - ,Y是-O - 或-S-,p为0或1,m为2至6的数,n为2至20的数; R9为未被取代或被-F取代的C1-C4酰基,化合物为中间体 用于制备与电子给体形成导电电荷转移复合物的5,6,11,12-四硫代四烯。