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    • 3. 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。
    • 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。
    • 6. 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。
    • 10. 发明授权
    • Bisphthalide lactones, their preparation and the use thereof in
recording materials
    • 二硫化IDE ES,S S S S S S S S S S S S S S S S S S S S S
    • US5162550A
    • 1992-11-10
    • US572929
    • 1990-08-24
    • Rudolf ZinkIan J. Fletcher
    • Rudolf ZinkIan J. Fletcher
    • B41M5/145B41M5/327C07D493/20C09B11/00C09B11/26
    • C07D493/20B41M5/145B41M5/327
    • Bisphthalide lactones of formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently of one another hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxy, cyano, tetrahydrofuryl or lower alkoxy; or are acyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 10 carbon atoms or unsubstituted aralkyl or aryl, or aralkyl or aryl each substituted by halogen, cyano, nitro, trifluormethyl, lower alkyl, lower alkoxy, lower alkoxycarbonyl, --NX'X"-- or 4--NX'X--"phenylamino, wherein X' and X" are each independently of the other hydrogen, lower alkyl, cyclohexyl, benzyl or phenyl, or the pairs of substituents --NR.sub.1 R.sub.2 and --NR.sub.3 R.sub.4 are each a 5- or 6-membered, preferably saturated, heterocyclic radical, V.sub.1 and V.sub.2 are hydrogen, halogen, lower alkyl, C.sub.1 -C.sub.12 alkoxy, C.sub.1 -C.sub.12 -acyloxy, benzyl, phenyl, benzyloxy, phenyloxy, or benzyl or benzyloxy, each substituted by halogen, cyano, lower alkyl or lower alkoxy, or are the group --NT.sub.1 T.sub.2, in which T.sub.1 and T.sub.2 are each independently of the other hydrogen, lower alkyl, C.sub.5 -C.sub.10 cycloalkyl, unsubstituted benzyl or benzyl which is substituted by halogen, cyano, lower alkyl or lower alkoxy, or are acyl of 1 to 8 carbon atoms, and T.sub.1 is also unsubstituted phenyl or phenyl which is substituted by halogen, cyano, lower alkyl or lower alkoxy, and the rings A.sub.1 and A.sub.2 are each independently of the other an aromatic or heterocyclic radical of 6 ring atoms which may contain an aromatic fused ring, which rings A.sub.1 and A.sub.2 as well as the fused rings may be substituted.These bisphthalide lactones can be used as color forming components in pressure-sensitive or heat-sensitive recording materials and, when used in conjunction with a condensation component and an acid developer, form intense colored images.
    • 式(1)的双苯二酮内酯,其中R 1,R 2,R 3和R 4各自独立地为氢,至多12个碳原子的烷基,其未被取代或被卤素,羟基,氰基,四氢呋喃基或低级烷氧基取代; 或者是具有1至12个碳原子的酰基,5至10个碳原子的环烷基或未取代的芳烷基或芳基,或各自被卤素,氰基,硝基,三氟甲基,低级烷基,低级烷氧基,低级烷氧基羰基,-NX' X“ - 或4-NX'X - ”苯基氨基,其中X'和X“各自独立于另一个氢,低级烷基,环己基,苄基或苯基,或取代基-NR1R2和-NR3R4的对是 每个5-或6-元,优选饱和的杂环基,V1和V2是氢,卤素,低级烷基,C1-C12烷氧基,C1-C12-酰氧基,苄基,苯基,苄氧基,苯氧基或苄基或苄氧基, 被卤素,氰基,低级烷基或低级烷氧基取代,或是-NT1T2基团,其中T1和T2各自独立地为氢,低级烷基,C5-C10环烷基,未取代的苄基或被卤素取代的苄基,氰基 ,低级烷基或低级烷氧基,或为1至8个碳原子的酰基,且T1也为未取代的苯基或苯基 其被卤素,氰基,低级烷基或低级烷氧基取代,并且环A1和A2各自独立地为可以含有芳环的芳环或芳环稠合环的芳环或杂环基,其也环A1和A2 因为稠环可以被取代。 这些双苯酞内酯可用作压敏或热敏记录材料中的成色组分,并且当与缩合组分和酸显影剂结合使用时,形成强烈的彩色图像。