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    • 13. 发明授权
    • 7,7'-Diamino derivatives of 2,2'-spirodibenzopyranes
    • 2,2'-螺二苯并吡喃的7,7'-二氨基衍生物
    • US4316027A
    • 1982-02-16
    • US894095
    • 1978-04-06
    • Hans BaumannAndreas Oberlinner
    • Hans BaumannAndreas Oberlinner
    • B41M5/15C07D493/10C07D491/22C09B57/00
    • C07D493/10B41M5/15
    • Dye intermediates of the formula ##STR1## where R.sup.1 is hydrogen, alkyl of 1 to 12 carbon atoms, phenyl which is unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, methoxy, ethoxy, chlorine or bromine, or phenylalkyl of 7 to 10 carbon atoms, R.sup.2 is hydrogen or R.sup.1 and R.sup.2 together are dimethylene, trimethylene or tetramethylene, which are unsubstituted or substituted by alkyl of 1 to 12 carbon atoms, R.sup.3 and R.sup.5 are hydrogen, alkyl of 1 to 12 carbon atoms, cyano-, chlorine-, methoxy- or ethoxy-substituted alkyl of 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, phenylalkyl of 7 to 10 carbon atoms or trimethylene which is unsubstituted or substituted by 1 to 3 methyl and is bonded to the carbon atom in the 6-position or 6'-position of the benzene ring, R.sup.4 and R.sup.6 are alkyl of 1 to 12 carbon atoms, cyano-, chlorine-, methoxy- or ethoxy-substituted alkyl of 2 to 4 carbon atoms, phenylalkyl of 7 to 10 carbon atoms, phenyl which is unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, chlorine or bromine, or trimethylene bonded to the carbon atom in the 8-position or 8'-position of the benzene ring, or one or both of the groups ##STR2## are a pyrrolidine, piperidine, morpholine, thiomorpholine, N'-alkylpiperazine (alkyl being of 1 to 4 carbon atoms) or iso-indoline radical, and the substituents R.sup.3, R.sup.4, R.sup.5 and R.sup.6 may be identical or different and the rings A and A' may be substituted by alkyl of 1 to 3 carbon atoms.The dye intermediates give deep bluish-green to green colorations with electron-attracting substances and may be used for the manufacture of pressure-sensitive recording materials.
    • 其中R 1为氢,1至12个碳原子的烷基,未被取代或被1至4个碳原子的烷基,被甲氧基,乙氧基,氯或溴取代的苯基或7至10个苯基烷基的染料中间体 碳原子,R2是氢或R1和R2一起是二乙烯,三亚甲基或四亚甲基,它们是未取代的或被1至12个碳原子的烷基取代,R 3和R 5是氢,1至12个碳原子的烷基,氰基,氯 - 甲氧基或乙氧基取代的2至4个碳原子的烷基,5至7个碳原子的环烷基,7至10个碳原子的苯基烷基或未取代或被1至3个甲基取代并与碳原子键合的三亚甲基 在苯环的6位或6位,R4和R6是1〜12个碳原子的烷基,2〜4个碳原子的氰基,氯,甲氧基或乙氧基取代的烷基,7位的苯基烷基 至10个碳原子,未取代或被1-4个碳原子的烷基取代的苯基 碳原子,氯或溴,或与苯环的8位或8位的碳原子键合的三亚甲基,或者一个或两个基团,即吡咯烷,哌啶,吗啉,硫代吗啉,N 烷基哌嗪(烷基为1至4个碳原子)或异二氢吲哚基,取代基R 3,R 4,R 5和R 6可以相同或不同,并且环A和A'可以被1至3的烷基取代 碳原子。 染料中间体用吸引电子的物质产生深蓝绿色至绿色,可用于制造压敏记录材料。
    • 17. 发明授权
    • Spirodibenzopyrans
    • 螺二苯并吡喃
    • US4611070A
    • 1986-09-09
    • US336703
    • 1982-01-04
    • Andreas Oberlinner
    • Andreas Oberlinner
    • B41M5/136B41M5/15C07D491/20C07D491/22C07D493/10C09B57/00C07D311/58
    • C07D493/10B41M5/15
    • Dye-forming components of the general formula ##STR1## where A is the radical of a fused benzo ring or 2,1-naphthalene ring, and either radical may be substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, nitro, chlorine, bromine or C.sub.1 -C.sub.6 -alkoxycarbonyl, R.sup.1 is C.sub.1 -C.sub.16 -alkyl, C.sub.7 -C.sub.10 -phenylalkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, chlorine or bromine, and R.sup.2 and R.sup.3 independently of one another are hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.4 -alkyl, which is substituted by cyano, chlorine, methoxy or ethoxy, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.7 -C.sub.10 -phenylalkyl or trimethylene which is unsubstituted or substituted by 1, 2 or 3 methyl groups and is bonded to the carbon in the 6- and/or 8-position of the benzo ring, or R.sup.2 is C.sub.1 -C.sub.4 -alkyl and R.sup.3 is phenyl which is unsubstituted or substituted by chlorine, bromine, C.sub.1 -C.sub.3 -alkyl, methoxy or ethoxy, or R.sup.2 is benzyl and R.sup.3 is .beta.-cyanoethyl, or ##STR2## is morpholinyl, pyrrolidinyl, N'--C.sub.1 -C.sub.4 -alkylpiperazinyl or isoindolinyl.In contact with paper coated with electron acceptors the compounds (I) give violet or blue to green colorations, while on uncoated paper virtually no color is developed.The compounds (I) may be used as dye-forming components for pressure-sensitive recording or copying materials.
    • 其中A是稠合的苯并环或2,1-萘环的基团,并且任意一个基团可以被C 1 -C 4 - 烷基,C 1 -C 4 - 烷氧基 ,硝基,氯,溴或C 1 -C 6 - 烷氧基羰基,R 1是未被取代或被C 1 -C 4 - 烷基,C 1 -C 4 - 烷氧基,氯或溴取代的C 1 -C 16 - 烷基,C 7 -C 10 - 苯基烷基或苯基, R 2和R 3彼此独立地是氢,C 1 -C 12 - 烷基,被氰基,氯,甲氧基或乙氧基取代的C 2 -C 4 - 烷基,C 5 -C 7 - 环烷基,C 7 -C 10 - 苯基烷基或三亚甲基 未取代或被1,2或3个甲基取代并且与苯并环的6-和/或8-位的碳键合,或R2是C1-C4-烷基,R3是未被取代或被 氯,溴,C 1 -C 3 - 烷基,甲氧基或乙氧基,或R 2是苄基,R 3是β-氰基乙基,或者是吗啉基,吡咯烷基,N'-C 1 -C 4烷基哌嗪基或异吲哚啉基。 与涂有电子受体的纸接触时,化合物(I)给予紫色或蓝色至绿色,而在未涂布的纸上实际上没有显色。 化合物(I)可以用作用于压敏记录或复印材料的染料形成组分。
    • 18. 发明授权
    • 7,7'-Diamino derivatives of 2,2'-spirodibenzopyranes
    • 2,2'-螺二苯并吡喃的7,7'-二氨基衍生物
    • US4345073A
    • 1982-08-17
    • US229651
    • 1981-01-29
    • Hans BaumannAndreas Oberlinner
    • Hans BaumannAndreas Oberlinner
    • B41M5/15C07D493/10C07D273/01C07D211/18C07D241/04
    • C07D493/10B41M5/15
    • Dye intermediates of the formula ##STR1## where R.sup.1 is hydrogen, alkyl of 1 to 12 carbon atoms, phenyl which is unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, methoxy, ethoxy, chlorine or bromine, or phenylalkyl of 7 to 10 carbon atoms, R.sup.2 is hydrogen or R.sup.1 and R.sup.2 together are dimethylene, trimethylene or tetramethylene, which are unsubstituted or substituted by alkyl of 1 to 12 carbon atoms, R.sup.3 and R.sup.5 are hydrogen, alkyl of 1 to 12 carbon atoms, cyano-, chlorine-, methoxy- or ethoxy-substituted alkyl of 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, phenylalkyl of 7 to 10 carbon atoms or trimethylene which is unsubstituted or substituted by 1 to 3 methyl and is bonded to the carbon atom in the 6-position or 6'-position of the benzene ring, R.sup.4 and R.sup.6 are alkyl of 1 to 12 carbon atoms, cyano-, chlorine-, methoxy- or ethoxy-substituted alkyl of 2 to 4 carbon atoms, phenylalkyl of 7 to 10 carbon atoms, phenyl which is unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, chlorine or bromine, or trimethylene bonded to the carbon atom in the 8-position or 8'-position of the benzene ring, or one or both of the groups ##STR2## are a pyrrolidine, piperidine, morpholine, thiomorpholine, N'-alkylpiperazine (alkyl being of 1 to 4 carbon atoms) or isoindoline radical, and the substituents R.sup.3, R.sup.4, R.sup.5 and R may be identical or different and the rings A and A' may be substituted by alkyl of 1 to 3 carbon atoms.The dye intermediates give deep bluish-green to green colorations with electron-attracting substances and may be used for the manufacture of pressure-sensitive recording materials.
    • 其中R 1为氢,1至12个碳原子的烷基,未被取代或被1至4个碳原子的烷基,被甲氧基,乙氧基,氯或溴取代的苯基或7至10个苯基烷基的染料中间体 碳原子,R2是氢或R1和R2一起是二乙烯,三亚甲基或四亚甲基,它们是未取代的或被1至12个碳原子的烷基取代,R 3和R 5是氢,1至12个碳原子的烷基,氰基,氯 - 甲氧基或乙氧基取代的2至4个碳原子的烷基,5至7个碳原子的环烷基,7至10个碳原子的苯基烷基或未取代或被1至3个甲基取代并与碳原子键合的三亚甲基 在苯环的6位或6位,R4和R6是1〜12个碳原子的烷基,2〜4个碳原子的氰基,氯,甲氧基或乙氧基取代的烷基,7位的苯基烷基 至10个碳原子,未取代或被1-4个碳原子的烷基取代的苯基 碳原子,氯或溴,或与苯环的8位或8位的碳原子键合的三亚甲基,或者一个或两个基团,即吡咯烷,哌啶,吗啉,硫代吗啉,N 烷基哌嗪(烷基为1〜4个碳原子)或异吲哚基,取代基R3,R4,R5和R可以相同或不同,环A和A'可以被1〜3个碳原子的烷基取代 。 染料中间体用吸引电子的物质产生深蓝绿色至绿色,可用于制造压敏记录材料。
    • 19. 发明授权
    • Indolinospiropyrane compounds
    • 二氮杂双环吡喃化合物
    • US4343944A
    • 1982-08-10
    • US213298
    • 1980-12-05
    • Peter Burri
    • Peter Burri
    • B41M5/132B41M5/136B41M5/15B41M5/323C07D491/10C07D491/107C09B57/00C07D213/04C07D209/04
    • C07D491/10B41M5/15B41M5/323
    • An indolinospiropyrane compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl, phenyl or benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.2, together with the nitrogen atom which links them, represent a 5-membered or 6-membered heterocyclic radical,X represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, unsubstituted or substituted benzyl or phenyl or an unsubstituted or substituted heterocyclic radical,Y represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, cyano or lower alkoxy, or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy,Z represents hydrogen, halogen or lower alkyl andV.sub.1 and V.sub.2 each represent lower alkyl, cycloalkyl or benzyl, or conjointly represent alkylene, andthe ring A is unsubstituted or substituted by halogen, nitro, cyano, trifluoromethyl, lower alkyl, lower alkoxy, lower alkoxy-carbonyl, phenoxy, amino, lower alkylamino or N-lower alkyl-carbonylamino; these compounds are distinguished by an outstanding storage stability and are particularly useful as color formers which give intense orange, red or violet color shades of excellent light fastness when they are brought into contact with an electron-accepting co-reactant.
    • 式(1)的吲哚并吡咯化合物,其中R 1表示具有至多12个碳原子且未被取代或被卤素,羟基,氰基,低级烷氧基或低级烷基 - 羰基氧基取代的烷基,或环烷基,苯基或苄基或 苯基或苄基,其被卤素,硝基,低级烷基或低级烷氧基取代,R 2表示氢,具有至多12个碳原子且未被取代或被卤素,羟基,氰基,低级烷氧基或低级烷基羰氧基取代的烷基,或 未取代或被卤素,硝基,低级烷基或低级烷氧基取代的环烷基或苄基,或者R 1和R 2与连接它们的氮原子一起代表5元或6元杂环基,X代表具有 至多12个碳原子,未被取代或被卤素取代,未取代或取代的苄基或苯基或未取代或取代的杂环基,Y代表具有至多12个碳原子的烷基 未取代或被卤素,氰基或低级烷氧基取代的苄基或未被取代或被卤素,硝基,低级烷基或低级烷氧基取代的苄基,Z代表氢,卤素或低级烷基,而V1和V2各自代表低级烷基, 环烷基或苄基,或共同表示亚烷基,并且环A未被取代或被卤素,硝基,氰基,三氟甲基,低级烷基,低级烷氧基,低级烷氧基羰基,苯氧基,氨基,低级烷基氨基或N-低级烷基 - 羰基氨基 ; 这些化合物的特征在于优良的储存稳定性,并且特别适合作为成色剂,当它们与受电子的共反应物接触时,它们具有优异的耐光性的强烈的橙色,红色或紫色色调。
    • 20. 发明授权
    • Indolinospiropyrane compounds
    • 二氮杂双环吡喃化合物
    • US4210591A
    • 1980-07-01
    • US761042
    • 1977-01-21
    • Peter Burri
    • Peter Burri
    • B41M5/132B41M5/136B41M5/15B41M5/323C07D491/10C07D491/107C09B57/00C07D209/04
    • C07D491/10B41M5/15B41M5/323
    • An indolinospiropyrane compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl, phenyl or benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.2, together with the nitrogen atom which links them, represent a 5-membered or 6-membered heterocyclic radical,X represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, unsubstituted or substituted benzyl or phenyl or an unsubstituted or substituted heterocyclic radical,Y represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, cyano or lower alkoxy, or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy,Z represents hydrogen, halogen or lower alkyl andV.sub.1 and V.sub.2 each represent lower alkyl, cycloalkyl or benzyl, or conjointly represent alkylene, andthe ring A is unsubstituted or substituted by halogen, nitro, cyano, trifluoromethyl, lower alkyl, lower alkoxy, lower alkoxy-carbonyl, phenoxy, amino, lower alkylamino or N-lower alkyl-carbonylamino; these compounds are distinguished by an outstanding storage stability and are particularly useful as color formers which give intense orange, red or violet color shades of excellent light fastness when they are brought into contact with an electron-accepting coreactant.
    • 式(1)的吲哚并吡咯化合物,其中R 1表示具有至多12个碳原子且未被取代或被卤素,羟基,氰基,低级烷氧基或低级烷基 - 羰基氧基取代的烷基,或环烷基,苯基或苄基或 苯基或苄基,其被卤素,硝基,低级烷基或低级烷氧基取代,R 2表示氢,具有至多12个碳原子且未被取代或被卤素,羟基,氰基,低级烷氧基或低级烷基羰氧基取代的烷基,或 未取代或被卤素,硝基,低级烷基或低级烷氧基取代的环烷基或苄基,或者R 1和R 2与连接它们的氮原子一起代表5元或6元杂环基,X代表具有 至多12个碳原子,未被取代或被卤素取代,未取代或取代的苄基或苯基或未取代或取代的杂环基,Y代表具有至多12个碳原子的烷基 未取代或被卤素,氰基或低级烷氧基取代的苄基或未被取代或被卤素,硝基,低级烷基或低级烷氧基取代的苄基,Z代表氢,卤素或低级烷基,而V1和V2各自代表低级烷基, 环烷基或苄基,或共同表示亚烷基,并且环A未被取代或被卤素,硝基,氰基,三氟甲基,低级烷基,低级烷氧基,低级烷氧基羰基,苯氧基,氨基,低级烷基氨基或N-低级烷基 - 羰基氨基 ; 这些化合物的特征在于优异的储存稳定性,并且特别适用于当与电子接受性共反应物接触时产生具有优异耐光性的强烈的橙色,红色或紫色色调的成色剂。