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    • 3. 发明授权
    • N-substituted imides as polymerization initiators
    • N-取代酰亚胺作为聚合引发剂
    • US07723399B2
    • 2010-05-25
    • US11666887
    • 2005-10-31
    • Peter NesvadbaJohannes BenkhoffLucienne BugnonKarin PowellTunja Jung
    • Peter NesvadbaJohannes BenkhoffLucienne BugnonKarin PowellTunja Jung
    • C08F299/00C07D221/04C07D209/56C07D209/48
    • C07D207/404B33Y70/00C07D207/46C07D209/48C07D221/14C08F4/00
    • The invention relates to novel N-substituted imides and polymerizable compositions comprising these N-substituted imides. The invention further relates to the use of N-substituted imides as polymerization initiators. The imides are compounds of the formula (I) and (II) wherein n is 1 or 2; m is 1 or 2; R1 and R2 are each, independently of one another, hydrogen, C1-C18alkyl, C1-C-18alkenyl C6-C14aryl, aralkyl, C5-C12cycloalkyl, each of which may be substituted by halogen, C1-C4-alkyl, hydroxy, C1-C6alkoxy, carbonyl, C1-C6alkoxycarbonyl; or R1 and R2 together with the adjacent —CO—N—CO— group may form a monocyclic, bicyclic or polycyclic ring, said ring having up to 50 non hydrogen atoms and wherein said ring may contain the structural element (formula III) more than once; R3 if n is 1, is C1-C18alkyl, C6-C14aryl, aralkyl, C5-C12cycloalkyl, OR10 or SR11, NR12R13; wherein R3 if n is 2, is C2-C12alkylene, C6-C14arylene, xylylene R4 and R5, correspond to R1 and R2; R6 if n is 1, is hydrogen, C1-C18alkyl, C6-C14aryl, aralkyl, C5-C12cycloalkyl, NR14R15; wherein R6 if n is 2, is C2-C12alkylene, C6-C14arylene, xylylene; R7 is hydrogen, C1-C18alkyl, C6-C14aryl, aralkyl, C5-C12cycloalkyl, each of which may be substituted by halogen, C1-C4-alkyl, hydroxy, C1-C6alkoxy, carbonyl, C1-C6alkoxy-carbonyl; or R7 and R14 or R7 and R15 form together with the N-atom attached to R7 a 5-6 membered ring, optionally interrupted by —NH—, —N(C1-C8alkyl)-, —O— and/or S-atoms.
    • 本发明涉及新型的N-取代的酰亚胺和包含这些N-取代的酰亚胺的可聚合组合物。 本发明还涉及N-取代的酰亚胺作为聚合引发剂的用途。 酰亚胺是式(I)和(II)的化合物,其中n为1或2; m为1或2; R 1和R 2各自独立地为氢,C 1 -C 18烷基,C 1 -C 18烯基C 6 -C 14芳基,芳烷基,C 5 -C 12环烷基,其各自可被卤素,C 1 -C 4 - 烷基,羟基,C 1 -C 1-6烷氧基,羰基,C 1 -C 6烷氧基羰基; 或R 1和R 2与相邻的-CO-N-CO-基团一起可以形成单环,双环或多环,所述环具有至多50个非氢原子,并且其中所述环可含有结构单元(式III) 一旦; 如果n为1,R 3为C 1 -C 18烷基,C 6 -C 14芳基,芳烷基,C 5 -C 12环烷基,OR 10或SR 11,NR 12 R 13; 其中如果n为2,R 3为C 2 -C 12亚烷基,C 6 -C 14亚芳基,亚二甲苯基R4和R 5对应于R 1和R 2; 如果n为1,R 6为氢,C 1 -C 18烷基,C 6 -C 14芳基,芳烷基,C 5 -C 12环烷基,NR 14 R 15; 其中如果n为2,R 6为C 2 -C 12亚烷基,C 6 -C 14亚芳基,亚二甲苯基; R 7是氢,C 1 -C 18烷基,C 6 -C 14芳基,芳烷基,C 5 -C 12环烷基,其各自可被卤素,C 1 -C 4 - 烷基,羟基,C 1 -C 6烷氧基,羰基,C 1 -C 6烷氧基 - 羰基取代; 或R 7和R 14或R 7和R 15与连接至R 7的N-原子一起形成5-6元环,任选被-NH-,-N(C 1 -C 8烷基) - , - 和 - 或S-原子 。
    • 5. 发明授权
    • Method of coloring a coating composition
    • 着色涂料组合物的方法
    • US07727702B2
    • 2010-06-01
    • US11547153
    • 2005-03-29
    • Johannes BenkhoffKarin Powell
    • Johannes BenkhoffKarin Powell
    • G03F7/00G03F7/004G03F7/20
    • G03F7/105B41M5/30B41M5/323B41M5/327B41M2205/04C09D5/032C09D7/41C09D11/50G03C1/732Y10S430/106Y10S430/146
    • A method is provided for irreversibly coloring a coating composition containing a color former comprising the steps of a) providing a coating composition that contains an UV curable resin, a thermosetting resin or an alkyd resin with the proviso that the coating composition contains no developer nor any additive which may function as developer; b) mixing the coating composition with the color former whereby no color is formed; c) applying the colorless composition obtained in step b) to a substrate; d) in case of a thermosetting resin curing the resin between 100 and 300° C., preferably between 100 and 150° C., whereby no color is formed, in case of alkyd resin drying of the resin at room temperature, whereby no color is formed; e) exposure to UV or high energy radiation below 400 nm whereby the color is formed.
    • 提供了一种用于不可逆地着色含有着色剂的涂料组合物的方法,包括以下步骤:a)提供含有UV可固化树脂,热固性树脂或醇酸树脂的涂料组合物,条件是涂料组合物不含显影剂,也不含任何 可用作显影剂的添加剂; b)将涂料组合物与成色剂混合,不形成颜色; c)将步骤b)中得到的无色组合物加到基材上; d)在热固性树脂固化树脂100至300℃之间,优选在100至150℃之间的情况下,在室温下树脂的醇酸树脂干燥的情况下,不会形成颜色,因此没有颜色 形成了; e)暴露于低于400nm的UV或高能量辐射,从而形成颜色。
    • 7. 发明申请
    • Bisazoquinolone pigments, processes for their preparation and their use
    • US20070066724A1
    • 2007-03-22
    • US10557224
    • 2004-06-04
    • Johannes BenkhoffMax HuginThomas Eichenberger
    • Johannes BenkhoffMax HuginThomas Eichenberger
    • C08K5/34C09D11/00C07D401/02
    • C08K5/0041C08K5/3437C09B33/153
    • Bisazoquinolone pigments which, in one of the tautomeric forms thereof, correspond to formula (1) wherein W is the radical of an unsubstituted or substituted C6-C24aryl or the radical of an unsubstituted or substituted heteroaryl, Ar1 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, Ar11 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, R1 R1, R2, R10, R11, and R12 are each independently of the others hydrogen, C1-C6alkyl, halogen, cyano, CF3, nitro, NR3R4, COOR4, NR4COR3, COOX+, COR4, OR4, SR3, S02R3, S02NR3R4, S03-X+, or C6-C24aryl unsubstituted or mono- or poly-substituted by R5, R3 is C1-C6alkyl, or C6-C12aryl unsubstituted or mono- or polysubstituted by halogen, hydroxy, OR7, cyano, nitro, SR7, NR6R7, COOR7, CONR6R7, NR6COR7, NR6COOR7, COO—X+, COR4, OR4, S02R7, S02NR6R7, S03-X+ or by S03R7, R4 is hydrogen or has the same meanings as R3, R5 is hydrogen, C1-C4alkyl, halogen, nitro, NR7R8 or OR7, R6 is hydrogen or C1-C3alkyl, R7 and R8 are each independently of the other hydrogen, C1-C3alkyl, phenyl unsubstituted or mono- or poly-substituted by halogen, nitro, OR5 or by NR16R17, or benzyl unsubstituted or mono- or poly-substituted by halogen, nitro, OR5 or by NR16R17, and X+ is a cation H+, Li+, Na+, K+, Mg++1/2, Ca++1/2, Sr++1/2, Ba++1/2, Cu+, Cu++1/2, Zn++1/2, Mn++1/2, Al+++1/3 or [NR19R20R21R22]+ wherein R19, R20, R21 and R22 are each independently of the others hydrogen, C1-C6alkyl, phenyl unsubstituted or mono- or polysubstituted by C1-C6alkyl, halogen, nitro, OR5 or by NR16R17, or benzyl unsubstituted or mono- or poly-substituted by C1-C6alkyl, halogen, nitro, OR5 or by NR16R17, R16 and R17 are each independently of the other hydrogen or C1-C6alkyl, Z1, is —NH— or -0-, and Z2 is —NH or -0- are suitable for colouring high molecular weight material and are distinguished by the resulting colorations having good fastness properties.
    • 9. 发明申请
    • Monoazoquinolone pigments, process for their preparation and their use
    • US20060219134A1
    • 2006-10-05
    • US10549525
    • 2004-03-15
    • Johannes BenkhoffOlof Wallquist
    • Johannes BenkhoffOlof Wallquist
    • C09D11/00C09B27/00
    • C08K5/0041C08K5/3437C09B29/0048C09B29/337
    • Monoazoquinolone pigments which, in one of their tautomeric forms, correspond to formula (1), wherein W is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl or is a radical of formula (1a), wherein Ar2 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, Ar1 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, R, R1, and R2 are each independently of the others hydrogen, C1-C6alkyl, halogen, cyano, CF3, nitro, NR3R4, COOR4, NR4COR3, COO−X+, COR4, OR4, SR3, SO2R3, SO2NR3R4, SO3−X+, or C6-C24aryl which is unsubstituted or mono- or polysubstituted by R5, R3 is C1-C6alkyl, or C6-C12aryl which is unsubstituted or mono- or poly-substituted by halogen, hydroxy, OR7, cyano, nitro, SR7, NR6R7, COOR7, CONR6R7, NR6COR7, NR6COOR7, COO−X+, COR4, OR4, SO2R7, SO2NR6R7, SO3−X+ or by SO3R7, R4 is hydrogen or has the meanings of R3, R5 is hydrogen, C1-C4alkyl, halogen, nitro, NR7R8 or OR7, R6 is hydrogen or C1-C3alkyl, R7 and R8 are each independently of the other hydrogen; C1-C3alkyl; phenyl which is unsubstituted or mono- or poly-substituted by halogen, nitro, OR5, NR16R17; or benzyl which is unsubstituted or mono- or poly-substituted by halogen, nitro, OR5, NR16R17, and X+ is a cation H+, Li+, Na+, K+, Mg++1/2, Ca++1/2, Sr++1/2, Ba++1/2, Cu+, Cu++1/2, Zn++1/2, Mn++1/2, Al+++1/3 or [NR9R10R11R12]+, wherein R9, R10, R11 and R12 are each independently of the others hydrogen; C1-C6alkyl; phenyl which is unsubstituted or mono- or poly-substituted by C1-C6alkyl, halogen, nitro, OR5, NR16R17; or benzyl which is unsubstituted or mono- or poly-substituted by C1-C6alkyl, halogen, nitro,OR5, NR16R17, and R16 and R17 are each independently of the other hydrogen or C1-C6alkyl, are suitable for the colouring of high molecular weight material and are distinguished by good fastness properties of the resulting colourations.
    • 10. 发明申请
    • Process for the preparation of 4-methyl-7-aminoquinolones
    • 制备4-甲基-7-氨基喹诺酮的方法
    • US20050222397A1
    • 2005-10-06
    • US10498456
    • 2002-12-03
    • Johannes BenkhoffBernd Lamatsch
    • Johannes BenkhoffBernd Lamatsch
    • C07B61/00C07C211/52C07C235/80C07D215/38C09B29/42C07D215/36
    • C07D215/38
    • The present invention relates to a process for the preparation of a compound of the general formula (1), which comprises converting a compound of the general formula (II), in an aprotic organic solvent in the presence of a catalytically active amount of a strong acid (catalyst) or of an agent that liberates a strong acid or of an ammonium salt of a strong acid, it also being possible for the catalyst to be part of the starting material/product, into a compound of formula I, wherein R5, R6 and R8 are each independently of the others a hydrogen atom, a nitro group, a sulfo group, a halogen atom, a pseudohalogen, a group COOR1 or CONHR2 or a C1-8 alkyl, C1-8 alkoxy or aryloxy radical, an amide group, a thioalkyl or thioaryl radical, an alkyl- or aryl-sulfonyl radical, an alkyl- or aryl-sulfinyl radical, a trifluoromethyl group or a phosphono group, R1 and R2 being a hydrogen atom or a C1-8 alkyl radical or an aryl or aralkyl radical, R10 is a group —C(O)CH2C(O)CH3 and R11 is a hydrogen atom or an acyl radical, or R10 and R11 are a group —C(O)CH2C(O)CH3. The process according to the invention is simple to perform and results in products of high chemical purity and high isomeric purity in a high yield.
    • 本发明涉及制备通式(1)化合物的方法,该方法包括在非质子传递的有机溶剂中,在催化活性量的强力存在下,将通式(II)的化合物 酸(催化剂)或释放强酸或强酸铵盐的试剂,也可以将催化剂作为原料/产物的一部分转化为式I化合物,其中R 1, 其中,R 6,R 6和R 8各自独立地为氢原子,硝基,磺基,卤原子, 假卤素,基团COOR 1或CONHR 2或C 1-8烷基,C 1-8烷氧基 或芳氧基,酰胺基,硫代烷基或硫代芳基,烷基 - 或芳基 - 磺酰基,烷基 - 或芳基 - 亚硫酰基,三氟甲基或膦酰基,R 1和 R 2是氢原子或C 1 1-8个烷基或芳基或芳烷基,R 10是基团-C(O)CH 2 C(O)CH 3和R 11是氢原子或酰基,或R 10和R 11是基团-C( O)CH 2 C(O)CH 3。 根据本发明的方法操作简单,产生高产率的高化学纯度和高异构纯度的产品。