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    • 1. 发明授权
    • Process for the preparation of 4,4′-dihalogen-o-hydroxydiphenyl compounds
    • 制备4,4'-二卤代-O-羟基二苯基化合物的方法
    • US06596907B1
    • 2003-07-22
    • US09806668
    • 2001-04-03
    • Armando Di TeodoroWerner HölzlDieter ReinehrRudolf Zink
    • Armando Di TeodoroWerner HölzlDieter ReinehrRudolf Zink
    • C07C4100
    • C07C41/16C07C41/22C07C41/26C07C43/23C07C43/29C07C43/295
    • A description is given of a three-step process for the preparation of 4,4′-dihalogen-o-hydroxydiphenyl compounds of formula (1) which comprises: a) hologenating an alkoxyphenol of formula (6) (=a1), reacting the resulting halogenated phenol compound of formula (5) with p-dihalobenzene of formula (4a) in the presence of copper and/or copper salts to the diphenyl ether compound of formula (2) (=a2) and subsequent ether fission to the diphenyl ether compound of formula (1) (=a3); or b) reacting an alkoxyphenol of formula (6) with the halophenol of formula (4b) to the compound of formula (3) (=b1), then halogenating this compound (=b2) and subsequent ether fission of the resulting compound of formula (2) to the diphenyl ether compound of formula (1) (=b3). The compounds of formula (1) are used for protecting organic materials and objects against microorganisms.
    • 给出了制备式(1)的4​​,4'-二卤代邻羟基二苯基化合物的三步法,其包括:a)使式(6)的烷氧基​​酚(= a1)氢化,使 得到式(5)的卤代酚化合物与式(4a)的对二卤苯在铜和/或铜盐存在下与式(2)(= a2)的二苯基醚化合物反应,随后醚裂解成二苯基醚 式(1)化合物(= a3); 或b)使式(6)的烷氧基​​酚与式(4b)的卤代酚反应到式(3)的化合物(= b1),然后将该化合物(= b2)卤化,随后将所得的式 (2)到式(1)的二苯醚化合物(= b3)。 式(1)化合物用于保护有机材料和物体免受微生物侵害。
    • 2. 发明授权
    • Process for the preparation of halogenated hydroxydiphenyl compounds
    • 卤代羟基二苯基化合物的制备方法
    • US06706930B2
    • 2004-03-16
    • US10275022
    • 2002-10-31
    • Armando Di TeodoroWerner HölzlDieter ReinehrRudolf Zink
    • Armando Di TeodoroWerner HölzlDieter ReinehrRudolf Zink
    • C07C4100
    • C07C45/46C07C41/26C07C45/71C07C49/807C07C49/84C07C43/295
    • There is described a process for the preparation of halogenated hydroxydiphenyl compounds of formula (1) by acylation of a halogenated benzene compound (first stage), etherification of the acylated compound with a halogenated phenol compound, which is not further substituted in the ortho-position (second stage), oxidation of the etherified compound (third stage) and hydrolysis of the oxidized compound in a fourth stage, wherein the reaction of the second stage is carried out in the presence of K2CO3 and any desired copper catalyst, where K2CO3 is used in a concentration of from 0.5 to 30 mol, based on the phenol compound employed of formula (6), according to the reaction scheme (I) in which R1 and R2 independently of one another are F, Cl or Br; R3 and R4 independently of one another are hydrogen; or C1-C4alkyl; m is 1 to 3; and n is 1 or 2. The compounds of formula (1) are used for protecting organic materials and articles from microorganisms.
    • 描述了通过酰化卤化苯化合物(第一阶段)制备式(1)的卤代羟基二苯基化合物的方法,酰化化合物与卤代酚化合物的醚化,其在邻位未被进一步取代 (第二阶段),醚化化合物的氧化(第三阶段)和氧化化合物在第四阶段的水解,其中第二阶段的反应在K 2 CO 3和任何所需的铜催化剂存在下进行,其中使用K 2 CO 3 根据反应式(I),其中R 1和R 2彼此独立地为F,Cl或Br,其浓度为0.5至30mol,基于式(6)所用的酚化合物; R 3和R 4彼此独立地是氢; 或C 1 -C 4烷基; m为1〜3; 并且n为1或2.式(1)化合物用于保护有机材料和制品免受微生物侵害。
    • 5. 发明授权
    • Heteroaryl substituted hydroxyphenyltriazine uv-absorbers
    • 杂芳基取代的羟基苯基三嗪紫外线吸收剂
    • US06835329B2
    • 2004-12-28
    • US10398040
    • 2003-03-31
    • Dieter ReinehrHanspeter SauterRudolf Zink
    • Dieter ReinehrHanspeter SauterRudolf Zink
    • C07D25124
    • C07D403/10A61K8/4966A61Q17/04C07D413/10C08K5/3492
    • The present invention provides compounds having the formula (1) in which each of the radicals R1, R2, R3 and R4, independently, represent hydrogen, hydroxy, halogen, C1-C20-alkyl, C1-C20-alkoxy, CN or COOR5, in which R5 is C1-C20-alkyl and Z represents a heterocyclic residue selected from the 2H-benzo[1,2-d]triazol-2-yl, 2H-naphtho[1,2-d]triazol-2-yl, benzimidazol-2-yl, benzoxazol-2-yl and benzofuran-2-yl moieties, optionally substituted by C1-C4-alkyl, C1-C4-alkoxy, halogen or NHCOC1-C4-alkyl, a process for their preparation, new intermediate benzoxazinones useful for their preparation and use of the compounds of formula (1) as UV-absorbers which have improved absorption spectrum characteristics, superior resistance to exposure to UV light and excellent thermal stability, relative to known triphenyltriazine compounds.
    • 本发明提供具有式(1)的化合物,其中每个基团R 1,R 2,R 3和R 4独立地代表氢,羟基,卤素,C 1 -C 20 - 烷基,C 1 -C 20 - 烷氧基,CN或COOR 5, 其中R 5是C 1 -C 20 - 烷基,Z代表选自2H-苯并[1,2-d]三唑-2-基,2H-萘并[1,2-d]三唑-2-基的杂环残基, 苯并恶唑-2-基和苯并呋喃-2-基部分,任选被C 1 -C 4 - 烷基,C 1 -C 4 - 烷氧基,卤素或NHCOC 1 -C 4 - 烷基取代,其制备方法,新中间体 苯并恶嗪酮可用于制备和使用式(1)化合物作为UV吸收剂,其相对于已知的三苯基三嗪化合物具有改进的吸收光谱特征,优异的耐紫外线性和耐热稳定性。
    • 10. 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。