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    • 4. 发明申请
    • Naphthalene amidine imides
    • US20100202984A1
    • 2010-08-12
    • US11989163
    • 2006-07-21
    • Heinz LanghalsHarald JaschkeThomas EhlisOlof Wallquist
    • Heinz LanghalsHarald JaschkeThomas EhlisOlof Wallquist
    • A61K8/49A61K31/4375A61Q17/04A61Q19/00C07D471/22A61P43/00A61K31/438C07D471/14A61K31/498D06P1/00
    • C09B5/62C07D471/04
    • Disclosed are naphthalinamidinimide of formula (I), wherein R1, R2, R3, R4, R5 and R6 independently from each other are hydrogen; or C1-C37alkyl; wherein—one to 10 of the CH2 units of C1-C37alkyl independently from each may be substituted by carbonyl groups; oxygen atoms; sulphur atoms; selenium atoms; tellurium atoms; cis- or trans-CH═CH— groups; acetylenic C≡C— groups; 1,2-, 1,3- or 1,4-substituted phenyl radicals; 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3,5-disubstituted pyridine radicals; 2,3-, 2,4-, 2,5- or 3,4-disubstituted thiophene radicals; 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstituted 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-disubstituted anthracene radicals; wherein one or 2 CH— groups of the CH═CH— groups, the naphthalene radicals and the anthracene radicals may be substituted by nitrogen atoms; —up to 12 single hydrogen atoms of the CH2— groups independently from each other may be substituted at the same carbon atoms by fluorine; chlorine; bromine; or iodine; the cyano group; a linear alkyl chain with up to 18 carbon atoms; cis- or frans-CH═CH— groups; acetylenic C≡C— groups; 1,2-, 1,3- or 1,4-substituted phenyl radicals; 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3,5-disubstituted pyridine radicals; 2,3-, 2,4-, 2,5- or 3,4-disubstituted thiophene radicals; 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstituted naphthalene radicals; 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-disubstituted anthracene radicals; wherein up to 6 CH2— units in the alkyl chain independently from each other may be substituted by carbonyl groups, oxygen atoms, sulphur atoms, selenium atoms, tellurium atoms and up to 12 single hydrogen atoms of the CH2— groups of the alkyl radicals each independently from each other may also be substituted at the same C-atoms by fluorine, chlorine, bromine or iodine or cyano groups or linear alkyl chains with up to 18 carbon atoms, wherein one to 6 CH2-units independently from each other may be substituted by carbonyl groups, oxygen atoms, sulphur atoms, selenium atoms, tellurium atoms, cis- or frans-CH═CH— groups, wherein one CH-unit may also be substituted by a nitrogen atom, by acetylenic C≡C— groups, 1,2-, 1,3- or 1,4-substituted phenyl radicals, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3,5-disubstituted pyridine radicals, 2,3-, 2,4-, 2,5- or 3,4-disubstituted thiophene radicals, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstituierte naphthalene radicals, wherein one or two carbon atoms may be substituted by nitrogen atoms, by 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-di-substituierte anthracene radicals, wherein one or two carbon atoms may be substituted by nitrogen atoms; or instead of substituents the free valencies of the methine or quarternary carbon atoms may be linked pairwise forming rings like cyclohexane rings; or are an amino radical, if R1 C1 and R2 together with the carbon atoms C and C or R3 and R4 together with the carbon atoms C3 and C4 form a 6-membered radical; R7 and R8, independently from each other are =0; or ═NH—, if ═NH— together with the nitrogen atom N (for R6) or together with the nitrogen atom N (for R7) forms a five-membered radical. The compounds are useful for different purposes, preferably as UV absorbers for cosmetic applications.
    • 5. 发明授权
    • Donor-substituted oxindigo derivatives and their use as colorants
    • 供体取代的oxindigo衍生物及其作为着色剂的用途
    • US6156914A
    • 2000-12-05
    • US155734
    • 1998-10-05
    • Heinz LanghalsBarbara Wagner
    • Heinz LanghalsBarbara Wagner
    • G03G9/09B41M5/00C07C215/76C07C217/84C09B7/00C07D307/02
    • C09B7/00
    • Oxindigo derivative (1 and 2) in which four to seven of the radicals shown are hydrogen and one to four of these radicals are a radical chosen from the group consisting of a carbocyclic radical, a heterocyclic radical, halogen, C.sub.1 -C.sub.18 alkyl, --OR.sup.12, --CN, --NR.sup.10 R.sup.11, --COR.sup.9, --NR.sup.13 COR.sup.9, --NR.sup.12 COOR.sup.9, --NR.sup.12 CONR.sup.10 R.sup.11, --NHSO.sub.2 R.sup.9, --SO.sub.2 R.sup.9, --SOR.sup.9, --SO.sub.2 OR.sup.9, --CONR.sup.10 R.sup.11, --SO.sub.2 NR.sup.10 R.sup.11, --N.dbd.NR.sup.14, --OCOR.sup.9 and --OCONHR.sup.9, wherein two corresponding adjacent radicals can be combined to build up fused-on aromatic rings, in which R.sup.9 is C.sub.1 -C.sub.18 alkyl, C.sub.6 -C.sub.10 aryl, benzyl or a heterocyclic radical, R.sup.10 and R.sup.11 are hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.3 - to C.sub.24 cycloalkyl, C.sub.6 -C.sub.10 aryl or heteroaryl or in which R.sup.10 and R.sup.11, together with in each case one of the other radicals R.sub.2 to R.sub.4, form a ring, R.sup.12 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.3 - to C.sub.24 cycloalkyl, C.sub.6 -C.sub.10 aryl or a heteroaryl, R.sup.13 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.3 - to C.sub.24 cycloalkyl, C.sub.1 -C.sub.4 alkylaryl, C.sub.6 -C.sub.10 aryl or a heterocyclic radical and R.sup.14 is the radical of a coupling component or C.sub.6 -C.sub.10 aryl, and a process for their preparation, their use and intermediates.
    • PCT No.PCT / EP97 / 01915 Sec。 371日期:1998年10月5日 102(e)日期1998年10月5日PCT 1996年4月25日PCT公布。 出版物WO97 / 41176 日期:1997年11月6日靛蓝衍生物(1和2),其中4至7个所示的基团是氢,并且这些基团中的一个至四个是选自碳环基团,杂环基团,卤素,C 1 -C18烷基,-OR12,-CN,-NR10R11,-COR9,-NR13COR9,-NR12COOR9,-NR12CONR10R11,-NHSO2R9,-SO2R9,-SOR9,-SO2OR9,-CONR10R11,-SO2NR10R11,-N = NR14,-OCOR9和 -OCONHR9,其中可以组合两个相应的相邻基团以形成稠合的芳环,其中R9是C1-C18烷基,C6-C10芳基,苄基或杂环基,R10和R11是氢,C1-C18烷基,C3- C 12 -C 10芳基或杂芳基,或其中R 10和R 11连同其它基团R 2至R 4一起形成环,R 12为氢,C 1 -C 18烷基,C 3至C 24环烷基,C 6 -C 10芳基或 杂芳基,R 13是氢,C 1 -C 18烷基,C 3至C 24环烷基,C 1 -C 4烷基芳基,C 6 -C 10芳基或杂环基,R 14是偶合基团的基团 或C 6 -C 10芳基,以及它们的制备方法及其用途和中间体。
    • 7. 发明授权
    • Process for determining the composition of binary liquid mixture
    • 确定二元液体混合物组成的方法
    • US4677079A
    • 1987-06-30
    • US496526
    • 1983-05-24
    • Heinz Langhals
    • Heinz Langhals
    • G01N31/16G01N33/00G01N33/18
    • G01N31/16
    • The invention relates to a process for determining the composition of binary liquid mixtures. This process is characterized in that a solvatochromic compound is added to the sample to be analyzed, the solvatochromism band .lambda..sub.max is determined in the UV-spectrum, the E.sub.T -value (molar stimulation energy) of the solvatochromic substance is calculated and the concentration of the more polar component is determined in accordance with the following equationc.sub.P =c*exp(E.sub.T /E.sub.D -E.sub.T .degree./E.sub.D)-c* (1)in whichc.sub.P represents the concentration of the more polar component, the component having the greater E.sub.T 30-value being defined as the more polar component,E.sub.T represents the molar excitation energy of the solvatochromic compound,E.sub.T .degree. represents the E.sub.T -value of the pure, more apolar component,E.sub.T 30 is the E.sub.T -value using pyridinium phenol betaine andc* and E.sub.D are empirical parameters which may be taken from Tables or empirically determined.
    • 本发明涉及确定二元液体混合物的组成的方法。 该方法的特征在于将溶剂化变色化合物加入到待分析的样品中,在UV光谱中测定溶剂化色素带λmax,计算溶剂化物色素的ET值(摩尔激发能),浓度 根据以下等式cP = c * exp(ET / ED-ET DEG / ED)-c *(1)确定更极性的组分,其中cP表示极性较大的组分的浓度,该组分具有较大的 ET30值定义为极性较大的组分,ET表示溶剂化变色化合物的摩尔激发能,ET DEG表示纯的,非极性组分的ET值,ET30为使用吡啶酚苯酚甜菜碱和c * ED是经验参数,可参考表格或经验确定。
    • 9. 发明申请
    • FLUORESCENT, HETEROCYCLICALLY FUSED PERYLENES
    • 荧光素,杂环聚乙烯
    • US20110079733A1
    • 2011-04-07
    • US12745900
    • 2008-12-12
    • Heinz LanghalsSimon KinzelAndreas Obermeier
    • Heinz LanghalsSimon KinzelAndreas Obermeier
    • G01N21/64C07D471/16C07D471/22
    • C07D401/14
    • The reaction of aromatic nitriles with perylenetetracarboximides affords colorants which fluoresce strongly in the long-wave region and are of the formula in which one pair Q1 and Q2 or one pair Q2 and Q3, and optionally from 0 to 3 pairs Q3 and Q4, Q5 and Q6, Q6 and Q7 and/or Q7 and Q8, in each case in pairs, together form a heterocyclic ring the remaining Q1, Q4, Q5 and Q8 which do not form a heterocyclic ring are each hydrogen, and the remaining Q3, Q6 and Q7 which do not form a heterocyclic ring are each independently R5 or R6.R1 to R8 are each H, CN, halogen or optionally mono- or polysubstituted hydrocarbon groups.Establishing a suitable pH achieves a large Stokes shift in these colorants via the ESPT mechanism.
    • 芳香腈与苝四甲酰亚胺的反应提供了在长波区域强烈发荧光的着色剂,并且具有其中一对Q1和Q2或一对Q2和Q3以及任选地从0到3对Q3和Q4,Q5和 Q6,Q6和Q7和/或Q7和Q8在各种情况下成对组合形成杂环,剩下的不形成杂环的Q 1,Q 4,Q 5和Q 8各自为氢,剩余的Q3,Q6和 不形成杂环的Q 7各自独立地为R 5或R 6。 R 1至R 8各自为H,CN,卤素或任选的单取代或多取代的烃基。 建立合适的pH通过ESPT机制在这些着色剂中实现了大的斯托克斯转变。