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    Process for the preparation of stilbene compounds
    3.
    发明授权
    Process for the preparation of stilbene compounds 失效
    二苯乙烯化合物的制备方法

    公开(公告)号：US06365737B1

    公开(公告)日：2002-04-02

    申请号：US09622472

    申请日：2000-08-17

    申请人： Georges Metzger ,  Fabienne Cuesta ,  Peter Rohringer ,  Dieter Reinehr ,  René Schlatter

    发明人： Georges Metzger ,  Fabienne Cuesta ,  Peter Rohringer ,  Dieter Reinehr ,  René Schlatter

    IPC分类号： C07D25168

    CPC分类号： C11D3/42 ,  C07D251/68 ,  D06L4/621 ,  D06M2200/25 ,  D21H21/30

    摘要： A process for the preparation of a 4,4′-bis-(triazinylamino)-stilbene-2,2′-disulphonic acid compound of formula (1) is disclosed, characterized in that (a) in a first reaction step cyanurchloride is reacted with the disodium salt of 4,4′-diaminostilbene-2,2′-disulfonic acid to give the intermediate of formula (2); (b) in a second reaction step the compound of formula (2) is reacted with a compound of formula R1—H and/or R2—H to give the compound of formula (3); (c) in a third step the compound of formula (3) is reacted with the compound of the formula R3H, and reaction step (a) and/or (c) are carried out in a medium consisting of a mixture of water and a polyglycol to give the compound of formula (1), wherein R1, R2 and R3, independently, are phenylamino; phenylamino substitued by C1-C3alkyl, halogen, cyano, COOR or COR; CONH—R; SO2NH—R; NH—COR; mono- or disulphonated phenylamino; morpholino; piperidino; pyrrolidino; —NH2; —NH(C1-C4alkyl); —N(C1-C4alkyl)2; —NH(C2-C4hydroxyalkyl); —N(C2-C4hydroxyalkyl)2; —N(C1-C4alkyl)(C2-C4hydroxyalkyl); NHC2-C4 alkylsulphonic acid; —OC1-C4alkyl; an aminoacid or aminoacid amide residue from which a hydrogen atom on the amino group has been removed; R1 and R2 may further independently represent hydrogen; C1-C4alkyl; phenyl; naphthyl; phenyl or naphthyl substituted by C1-C4alkyl, C1-C4alkoxy, halogen, C2-C5alkanoyl-amino, nitro, sulpho or C1-C4alkylated amino; R is hydrogen; or C1-C3alkyl; and M is H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, tri- or tetrasubstituted by C1-C4alkyl, C2-C4hydroxyalkyl or a mixture thereof.

    摘要翻译： 公开了制备式（1）的4​​,4'-双 - （三嗪基氨基） - 茋-2,2'-二磺酸化合物的方法，其特征在于（a）在第一反应步骤中，氰化氢反应 与4,4'-二氨基芪-2,2'-二磺酸的二钠盐得到式（2）的中间体; （b）在第二反应步骤中，将式（2）化合物与式R 1 -H和/或R 2 -H的化合物反应，得到式（3）化合物; （c）在第三步中，式（3）化合物与式R3H的化合物反应，反应步骤（a）和/或（c）在由水和 得到式（1）化合物，其中R 1，R 2和R 3独立地是苯基氨基; 由C 1 -C 3烷基，卤素，氰基，COOR或COR取代的苯基氨基; CONH-R; SO2NH-R; NH-COR; 单或二磺基苯基氨基; 吗啉代 哌啶子 吡咯烷 -NH2; -NH（C 1 -C 4烷基）; -N（C 1 -C 4烷基）2; -NH（C 2 -C 4羟烷基）; -N（C 2 -C 4羟烷基）2; -N（C 1 -C 4烷基）（C 2 -C 4羟烷基）; NHC2-C4烷基磺酸; -OC1-C4烷基; 已除去氨基上的氢原子的氨基酸或氨基酸酰胺残基; R 1和R 2可以进一步独立地表示氢; C 1 -C 4烷基; 苯基; 萘基; 被C 1 -C 4烷基，C 1 -C 4烷氧基，卤素，C 2 -C 5烷酰基 - 氨基，硝基，磺基或C 1 -C 4烷基化氨基取代的苯基或萘基; R是氢; 或C 1 -C 3烷基; 并且M是被C 1 -C 4烷基，C 2 -C 4羟烷基或其混合物单，二，三或四取代的H，Na，Li，K，Ca，Mg，铵或铵。

    Process for improving the sun protection factor of cellulosic fibre material
    5.
    发明授权
    Process for improving the sun protection factor of cellulosic fibre material 失效
    改善纤维素纤维材料防晒系数的方法

    公开(公告)号：US07407519B2

    公开(公告)日：2008-08-05

    申请号：US11650009

    申请日：2007-01-05

    申请人： Georges Metzger ,  Fabienne Cuesta

    发明人： Georges Metzger ,  Fabienne Cuesta

    IPC分类号： D06L3/12

    CPC分类号： C11D3/42 ,  C07D251/68 ,  C11D3/28 ,  C11D3/3418 ,  C11D3/349 ,  D06M13/07 ,  D06M13/358 ,  D06M2101/06 ,  D06M2200/25

    摘要： A process for improving the sun protection factor (SPF) of cellulosic fibre materials and blends thereof, which comprises contacting said materials with at least one compound of the formula (1) in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine; R1 and R1′ independently of each other are —NH—R3, —N(R3)2 or —O—R3, wherein R3 is aryl substituted by —CO—X—R5, wherein X is O or NH and R5 is optionally substituted C1-C4-alkyl, R2 is a group of formula —O—R4 wherein R4 is hydroxy alkyl, alkoxy alkyl or hydroxy alkoxy alkyl, and R2′ has the meaning of R1 or R2.

    摘要翻译： 一种用于改善纤维素纤维材料及其共混物的防晒因子（SPF）的方法，其包括使所述材料与至少一种其中M为氢的式（1）化合物，碱金属原子，铵或阳离子 由胺形成; R 1和R 2彼此独立地是-NH-R 3，-N（R 3） ）其中R 3是被-CO-XR 5取代的芳基，其中X 是O或NH，R 5是任选取代的C 1 -C 4 - 烷基，R 2是 其中R 4是羟基烷基，烷氧基烷基或羟基烷氧基烷基，R 2'具有R的意义 1 或R 2 2。

    Asymmetric stilbene compounds
    8.
    发明授权
    Asymmetric stilbene compounds 失效
    不对称二苯乙烯化合物

    公开(公告)号：US06482241B1

    公开(公告)日：2002-11-19

    申请号：US09657737

    申请日：2000-09-08

    申请人： Georges Metzger ,  Dieter Reinehr ,  Claude Eckhardt ,  Fabienne Cuesta

    发明人： Georges Metzger ,  Dieter Reinehr ,  Claude Eckhardt ,  Fabienne Cuesta

    IPC分类号： C07D25108

    CPC分类号： C07D251/68 ,  C11D3/42 ,  D06M13/07 ,  D06M13/358 ,  D06M2101/04 ,  D06M2101/06 ,  D06M2101/10 ,  D06M2101/12 ,  D06M2101/16 ,  D06M2101/28 ,  D06M2101/32 ,  D06M2101/34 ,  D06M2200/25

    摘要： The present invention provides, as a first aspect, an asymmetric compound having the formula: in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine; Xa and Xb are the same or different and each is NH2; NH(C1-C4alkyl); NH(C2-C4alkoxyalkyl); N(C1-C4alkyl)2; N(CH2CH2OH)2; a group NH—Z—NR1R2 in which Z is C2-C14alkylene or optionally substituted arylene, and R1 and R2 are the same or different and each is C1-C12alkyl or R1 and R2, together with the nitrogen atom to which they are each attached, form a morpholino, piperidino or piperazino ring; an aminoacid residue; C1-C4alkoxy; hydroxy-substituted-C2-C4alkoxy; and Ya and Yb are the same or different and each is a substituted amino group having both UVA and UVB-absorbing properties having the formula: in which R3 is CN; SO2R5 in which R5 is, C1-C12alkyl, C1-C12alkoxy, NH2, NH(C1-C4alkyl), N(C1-C4alkyl)2, N(CH2CH2OH)2, C1-C4alkoxy or hydroxy-substituted-C2-C4alkoxy; COR5 in which R5 has its previous significance; COOM in which M has its previous significance or NHCOR5 in which R5 has its previous significance and in which R4 has the same significance as R3 or is H, OH, C1-C4alkyl or C1-C4alkoxy and one of Xa and Xb can be identical to one of Ya and Yb, provided that one of Xa and Xb is different from the other and/or one of Ya and Yb is different from the other. The present invention also relates to a method of improving the sun protection factor (SPF) of textile fibre material, especially cotton, polyamide and wool, comprising treating them with the new compounds.

    摘要翻译： 作为第一方面，本发明提供具有下式的不对称化合物：其中M是氢，碱金属原子，铵或由胺形成的阳离子; Xa和Xb相同或不同，各自为NH 2; NH（C 1 -C 4烷基）; NH（C 2 -C 4烷氧基烷基）; N（C 1 -C 4烷基）2; N（CH 2 CH 2 OH）2; 其中Z为C 2 -C 14亚烷基或任选取代的亚芳基的基团NH-Z-NR 1 R 2，并且R 1和R 2相同或不同，并且各自为C 1 -C 12烷基或R 1和R 2以及它们各自连接的氮原子 形成吗啉代，哌啶子基或哌嗪基环; 氨基酸残基; C1-C4烷氧基; 羟基取代的C 2 -C 4烷氧基; Ya和Yb相同或不同，并且各自为具有下式的UVA和UVB吸收性质的取代氨基：其中R3为CN; 其中R 5为C 1 -C 12烷基，C 1 -C 12烷氧基，NH 2，NH（C 1 -C 4烷基），N（C 1 -C 4烷基）2，N（CH 2 CH 2 OH）2，C 1 -C 4烷氧基或羟基取代的C 2 -C 4烷氧基的SO 2 R 5; COR5其中R5具有以前的意义; 其中M具有其先前意义的COOM或其中R5具有其先前意义的NHCOR5，并且其中R 4与R 3具有相同的含义或为H，OH，C 1 -C 4烷基或C 1 -C 4烷氧基，X a和X b中的一个可以相同 Ya和Yb中的一个，其中Xa和Xb中的一个与另一个不同，和/或Ya和Yb中的一个与另一个不同。本发明还涉及一种改善防晒因子（SPF）的方法 纺织纤维材料，特别是棉花，聚酰胺和羊毛，包括用新化合物处理它们。

    Asymmetric stilbene compounds
    9.
    发明授权
    Asymmetric stilbene compounds 失效
    不对称二苯乙烯化合物

    公开(公告)号：US6143889A

    公开(公告)日：2000-11-07

    申请号：US209940

    申请日：1998-12-11

    申请人： Georges Metzger ,  Dieter Reinehr ,  Claude Eckhardt ,  Fabienne Cuesta

    发明人： Georges Metzger ,  Dieter Reinehr ,  Claude Eckhardt ,  Fabienne Cuesta

    IPC分类号： C07D251/68 ,  C09K3/00 ,  C11D3/34 ,  C11D3/42 ,  D06M13/02 ,  D06M13/07 ,  D06M13/248 ,  D06M13/256 ,  D06M13/322 ,  D06M13/342 ,  D06M13/345 ,  D06M13/35 ,  D06M13/355 ,  D06M13/358 ,  D06M101/00 ,  D06M101/02 ,  D06M101/06 ,  D06M101/10 ,  D06M101/16 ,  D06M101/18 ,  D06M101/30 ,  D06M101/32 ,  D06M101/34 ,  C07D251/08

    CPC分类号： C07D251/68 ,  C11D3/42 ,  D06M13/07 ,  D06M13/358 ,  D06M2101/04 ,  D06M2101/06 ,  D06M2101/10 ,  D06M2101/12 ,  D06M2101/16 ,  D06M2101/28 ,  D06M2101/32 ,  D06M2101/34 ,  D06M2200/25

    摘要： Asymmetric compounds having the formula: in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine: Xa and Xb are the same or different and each is NH.sub.2 ; NH(C.sub.1 -C.sub.4 alkyl); NH(C.sub.2 -.sub.4 alkoxyalkyl); N(C.sub.1 -C.sub.4 alkyl).sub.2 ; N(CH.sub.2 CH.sub.2 OH).sub.2 ; a group NH--Z--NR.sub.1 R.sub.2 in which Z is C.sub.2 -C.sub.14 alkylene or optionally substituted arylene, and R.sub.1 and R.sub.2 are the same or different and each is C.sub.1 -C.sub.12 alkyl or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are each attached, form a morpholino, piperidino or piperazino ring; an aminoacid residue; C.sub.1 -C.sub.4 alkoxy; hydroxy-substituted-C.sub.2 -C.sub.4 alkoxy; ##STR1## and Ya and Yb are the same or different and each is a substituted amino group having both UVA and UVB-absorbing properties having the formula: ##STR2## in which R.sub.3 is CN; SO.sub.2 R.sub.5 in which R.sub.5 is C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, NH.sub.2, NH(C.sub.1 -C.sub.4 alkyl), N(C.sub.1 -C.sub.4 alkyl).sub.2, N(CH.sub.2 CH.sub.2 OH).sub.2, C.sub.1 -C.sub.4 alkoxy or hydroxy-substituted-C.sub.2 -C.sub.4 alkoxy; COR.sub.5. In which R.sub.5 has its previous significance; COOM or NHCOR.sub.5 and in which R.sub.4 has the same meaning as R.sub.3 or H, OH, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and one of Xa and Xb can be identical to one of Ya and Yb, provided that one of Xa and Xb is different from the other and/or one of Ya and Yb is different from the other, and their use improve the sun protection factor (SPF) of textile fiber material.

    摘要翻译： 具有下式的不对称化合物：其中M为氢，由胺形成的碱金属原子，铵或阳离子：Xa和Xb相同或不同，分别为NH 2; NH（C 1 -C 4烷基）; NH（C 2-4烷氧基烷基）; N（C 1 -C 4烷基）2; N（CH 2 CH 2 OH）2; 其中Z为C 2 -C 14亚烷基或任选取代的亚芳基的基团NH-Z-NR 1 R 2，并且R 1和R 2相同或不同，并且各自为C 1 -C 12烷基或R 1和R 2以及它们各自连接的氮原子 形成吗啉代，哌啶子基或哌嗪基环; 氨基酸残基; C1-C4烷氧基; 羟基取代的C 2 -C 4烷氧基; Ya和Yb相同或不同，并且各自为具有下式的UVA和UVB吸收性质的取代氨基：其中R3为CN; SO 2 R 5，其中R 5是C 1 -C 12烷基，C 1 -C 12烷氧基，NH 2，NH（C 1 -C 4烷基），N（C 1 -C 4烷基）2，N（CH 2 CH 2 OH）2，C 1 -C 4烷氧基或羟基取代的C 2 -C 4烷氧基; COR5。 其中R5具有以前的意义; COOM或NHCOR5，其中R4具有与R 3或H，OH，C 1 -C 4烷基或C 1 -C 4烷氧基相同的含义，Xa和Xb之一可以与Ya和Yb之一相同，条件是Xa和Xb之一不同 从另一个和/或Ya和Yb之一是不同的，它们的使用改善纺织纤维材料的防晒因子（SPF）。