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    • 2. 发明授权
    • Amino- and hydroxysubstituted triphenyl-s-triazines as stabilizers
    • 氨基和羟基取代的三苯基-s-三嗪作为稳定剂
    • US07476699B2
    • 2009-01-13
    • US11891554
    • 2007-08-10
    • Dieter ReinehrGeorges MetzgerPeter MichaelisHelmut Luther
    • Dieter ReinehrGeorges MetzgerPeter MichaelisHelmut Luther
    • C08K5/3492
    • A61K8/4966A61K31/785A61K2800/52A61Q17/04C07D251/24C07D265/22Y10S514/972
    • The present invention provides compounds having the formula: in which R is hydrogen, hydroxy, halogen, C1-C20-alkyl, C4-C12cycloalkyl, C2-C20alkenyl, C2-C20alkynyl, C1-C20-alkoxy, C4-C12cycloalkoxy, C2-C20alkenoxy, C2-C20alkynoxy or C7-C13aralkyl; R1 and R2, independently, are hydrogen, C1-C20alkyl, C4-C12cycloalkyl, C7-C13 aralkyl, —C(═O)—R4 (in which R4 is C1-C20alkyl, C2-C20alkyl interrupted by 1 to 6 oxygen atoms, hetero-substituted C1-C20alkyl, C4-C12cycloalkyl, C2-C20alkenyl, C2-C20alkynyl, C1-C20-alkoxy, C4-C12cycloalkoxy, C2-C20alkenoxy, C2-C20alkynoxy, C6-C12 aryl, C6-C12 aryloxy or C7-C13 aralkyl), or —C(═O)—NH—R1 in which R1 has its previous significance; and R3 is hydrogen, halogen, hydroxy, C1-C20alkyl, C4-C12cycloalkyl, C2-C20alkenyl, C2-C20alkynyl, C1-C20-alkoxy, C4-C12cycloalkoxy, C2-C20alkenoxy, C2-C20alkynoxy, phenyl, C7-C13 aralkyl or —N(R1)(R2) in which R1 and R2 have their previous significance, or R1 and R2 together form a C4-C12 membered ring. The new triphenyltriazine compounds have improved absorption spectrum characteristics and superior resistance to exposure to UV light, relative to known triphenyltriazine compounds.
    • 本发明提供具有下式的化合物:其中R是氢,羟基,卤素,C 1 -C 20烷基,C 4 -C 12环烷基,C 2 -C 20烯基,C 2 -C 20炔基,C 1 -C 20烷氧基,C 4 -C 12环烷氧基,C 2 -C 20链烯氧基 ,C 2 -C 20炔氧基或C 7 -C 13芳烷基; R 1和R 2独立地是氢,C 1 -C 20烷基,C 4 -C 12环烷基,C 7 -C 13芳烷基,-C(-O)-R 4(其中R 4是C 1 -C 20烷基,被1至6个氧原子间断的C 2 -C 20烷基, C 1 -C 20烷基,C 2 -C 20炔基,C 1 -C 20烷氧基,C 4 -C 12环烷氧基,C 2 -C 20烯烃氧基,C 2 -C 20炔氧基,C 6 -C 12芳基,C 6 -C 12芳氧基或C 7 -C 13 芳烷基)或-C(-O)-NH-R 1,其中R 1具有其先前的含义; 并且R 3是氢,卤素,羟基,C 1 -C 20烷基,C 4 -C 12环烷基,C 2 -C 20烯基,C 2 -C 20炔基,C 1 -C 20烷氧基,C 4 -C 12环烷氧基,C 2 -C 20链烯氧基,C 2 -C 20炔氧基,苯基,C 7 -C 13芳烷基或 -N(R 1)(R 2),其中R 1和R 2具有其先前的含义,或者R 1和R 2一起形成C 4 -C 12元环。 相对于已知的三苯基三嗪化合物,新的三苯基三嗪化合物具有改善的吸收光谱特性和对UV光的暴露性优异的抗性。
    • 7. 发明授权
    • Fluorescent whitening agents
    • 荧光增白剂
    • US06458169B2
    • 2002-10-01
    • US09767112
    • 2001-01-22
    • Peter RohringerGeorges MetzgerDieter Reinehr
    • Peter RohringerGeorges MetzgerDieter Reinehr
    • C07D25100
    • C09B23/148C07D251/68C11D3/42D06L4/621D06L4/657D06L4/75D06M13/07D06M13/358D06P1/6426D21H21/30Y10S8/919
    • The present invention provides new compounds having the formula: in which X is O or, preferably, NH; M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine; each R1, independently, is an aminoacid residue from which a hydrogen atom on the amino group has been removed; n is 1 or 2; and each R2, independently, is hydrogen, C1-C3alkyl, halogen, cyano, COOR in which R is hydrogen or C1-C3alkyl, CONH—R in which R has its previous significance, SO2NH—R in which R has its previous significance, NH—COR in which R has its previous significance, SO3M in which M has its previous significance or, when n is 1, R2 can also be CO—R3 in which R3 is C1-C3alkyl or phenyl; provided that those compounds are excluded in which a) X is NH, n is 1 and R2 is SO3M in which M has its previous significance; or b) X is NH, n is 2 and one R2 is SO3M in which M has its previous significance, and the other R2 is hydrogen, methyl or halogen; or c) X is NH, n is 1, R1 is glycine and R2 is H or CO2H; or d) X is NH, n is 2, each R2 is SO3M in which M has its previous significance and the SO3M groups are in 2,5-positions in the phenyl ring and R1 is D,L-alanine, L-valine, L-leucine, L-isoleucine, L-threonine, L-aspartic acid, L-glutamic acid, L-phenylalanine, L-proline, D,L-methionine or glycine. Most of the new class of 4,4′-diaminostilbene-2,2′-disulfonic acid compounds are useful as fluorescent whitening agents, especially for paper.
    • 本发明提供了新的具有下式的化合物:其中X为O或优选为NH; M是氢,碱金属原子,铵或由胺形成的阳离子; 每个R 1独立地是氨基酸被除去的氨基酸残基; n为1或2; 并且每个R 2独立地是氢,C 1 -C 3烷基,卤素,氰基,其中R是氢或C 1 -C 3烷基的COOR,其中R具有其先前含义的CONH-R,其中R具有其先前含义的SO 2 NH- 其中R具有其先前意义的NH-COR,其中M具有其先前含义的SO 3 M,或当n为1时,R 2也可以是其中R 3为C 1 -C 3烷基或苯基的CO-R 3;条件是将这些化合物排除在 哪一个)X是NH,n是1,R2是SO3M,其中M具有其先前的意义; 环)X是NH,n是2,一个R2是SO3M,其中M具有其先前的意义,另一个R 2是氢,甲基或卤素; orc)X是NH,n是1,R1是甘氨酸,R2是H或CO2H; ord)X是NH,n是2,每个R2是SO3M,其中M具有其先前的意义,SO3M基团在苯环中是2,5位,R1是D,L-丙氨酸,L-缬氨酸,L L-亮氨酸,L-异亮氨酸,L-苏氨酸,L-天冬氨酸,L-谷氨酸,L-苯丙氨酸,L-脯氨酸,D,L-甲硫氨酸或甘氨酸。新的4,4'-二氨基芪 - 2,2'-二磺酸化合物可用作荧光增白剂,特别是用于纸。
    • 8. 发明授权
    • Process for the production of benzoxazinones
    • 生产苯并恶嗪酮的方法
    • US6040443A
    • 2000-03-21
    • US119300
    • 1998-07-20
    • Georges MetzgerDieter ReinehrSerge Hauger
    • Georges MetzgerDieter ReinehrSerge Hauger
    • C07D265/22C07D265/02
    • C07D265/22
    • There is described a process for the production of a 1,3-benzoxazin-4-one having the formula: ##STR1## in which R.sub.1 and R.sub.2, independently, are hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.20 alkyl, O--C.sub.1 -C.sub.20 alkyl, phenyl, NH--CO--C.sub.1 -C.sub.20 alkyl, N(R.sub.3).sub.2, SO.sub.2 N(R.sub.3).sub.2, COOR.sub.3 or CON(R.sub.3).sub.2 in which R.sub.3 is hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.20 alkyl, O--C.sub.1 -C.sub.20 alkyl, phenyl or NH--CO--C.sub.1 -C.sub.20 alkyl, comprising reacting, at elevated temperature, 1 molar equivalent of an o-hydroxybenzamide of formula: ##STR2## in which R.sub.1 has its previous significance, with 2 to 6 molar equivalents of a benzoyl chloride of formula: ##STR3## in which R.sub.2 has its previous significance. The 1,3-benzoxazin-4-ones having the formula (1) so obtained are important intermediates for the production of triazine compounds having excellent absorption spectrum characteristics and good resistance to exposure to UV light.
    • 描述了制备具有下式的1,3-苯并恶嗪-4-酮的方法:其中R 1和R 2独立地是氢,氰基,卤素,硝基,C 1 -C 20烷基,O-C 1 -C 20烷基, 苯基,NH-CO-C 1 -C 20烷基,N(R 3)2,SO 2 N(R 3)2,COOR 3或CON(R 3)2,其中R 3是氢,氰基,卤素,硝基,C 1 -C 20烷基,O-C 1 -C 20烷基 苯基或NH-CO-C 1 -C 20烷基,其包括在升高的温度下,将1摩尔当量的具有其先前意义的式的邻羟基苯甲酰胺与2至6摩尔当量的下式的苯甲酰氯反应: 其中R2具有以前的意义。 具有式(1)的1,3-苯并恶嗪-4-酮是制备具有优异的吸收光谱特性和良好的耐紫外线性的三嗪化合物的重要中间体。
    • 10. 发明授权
    • Fluorescent whitening agents
    • 荧光增白剂
    • US06464735B2
    • 2002-10-15
    • US09766984
    • 2001-01-22
    • Peter RohringerGeorges MetzgerDieter Reinehr
    • Peter RohringerGeorges MetzgerDieter Reinehr
    • C07D25100
    • C09B23/148C07D251/68C11D3/42D06L4/621D06L4/657D06L4/75D06M13/07D06M13/358D06P1/6426D21H21/30Y10S8/919
    • The present invention provides new compounds having the formula: in which X is O or, preferably, NH; M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine; each R1, independently, is an aminoacid residue from which a hydrogen atom on the amino group has been removed; n is 1 or 2; and each R2, independently, is hydrogen, C1-C3alkyl, halogen, cyano, COOR in which R is hydrogen or C1-C3alkyl, CONH—R in which R has its previous significance, SO2NH—R in which R has its previous significance, NH—COR in which R has its previous significance, SO3M in which M has its previous significance or, when n is 1, R2 can also be CO—R3 in which R3 is C1-C3alkyl or phenyl; provided that those compounds are excluded in which a) X is NH, n is 1 and R2 is SO3M in which M has its previous significance; or b) X is NH, n is 2 and one R2 is SO3M in which M has its previous significance, and the other R2 is hydrogen, methyl or halogen; or c) X is NH, n is 1, R1 is glycine and R2 is H or CO2H; or d) X is NH, n is 2, each R2 is SO3M in which M has its previous significance and the SO3M groups are in 2,5-positions in the phenyl ring and R1 is D,L-alanine, L-valine, L-leucine, L-isoleucine, L-threonine, L-aspartic acid, L-glutamic acid, L-phenylalanine, L-proline, (),L- or glycine. Most of the new class of 4,4′-diaminostilbene-2,2′-disulfonic acid compounds are useful as fluorescent whitening agents, especially for paper.
    • 本发明提供了新的具有下式的化合物:其中X为O或优选为NH; M是氢,碱金属原子,铵或由胺形成的阳离子; 每个R 1独立地是氨基酸被除去的氨基酸残基; n为1或2; 并且每个R 2独立地是氢,C 1 -C 3烷基,卤素,氰基,其中R是氢或C 1 -C 3烷基的COOR,其中R具有其先前含义的CONH-R,其中R具有其先前含义的SO 2 NH- 其中R具有其先前意义的NH-COR,其中M具有其先前含义的SO 3 M,或当n为1时,R 2也可以是其中R 3为C 1 -C 3烷基或苯基的CO-R 3;条件是将这些化合物排除在 哪一个)X是NH,n是1,R2是SO3M,其中M具有其先前的意义; 环)X是NH,n是2,一个R2是SO3M,其中M具有其先前的意义,另一个R 2是氢,甲基或卤素; orc)X是NH,n是1,R1是甘氨酸,R2是H或CO2H; ord)X是NH,n是2,每个R2是SO3M,其中M具有其先前的意义,SO3M基团在苯环中是2,5位,R1是D,L-丙氨酸,L-缬氨酸,L L-亮氨酸,L-异亮氨酸,L-苏氨酸,L-天冬氨酸,L-谷氨酸,L-苯丙氨酸,L-脯氨酸,(),L-或甘氨酸。 大多数新类的4,4'-二氨基芪-2,2'-二磺酸化合物可用作荧光增白剂,特别是用于纸。