公开(公告)号：US3706725A

公开(公告)日：1972-12-19

申请号：US3706725D

申请日：1970-04-15

Applicant: HODOGAYA CHEMICAL CO LTD

Inventor： OZUTSUMI MINORU ,  MAEDA SHIGEO ,  NAKAJYO TERUO

IPC: C09B35/34 ,  C09B44/18 ,  D06P3/70

CPC classification number: C09B35/34 ,  C09B44/18

Abstract: BASIC DISAZO COMPOUNDS HAVING THE FORMULA:

2,4-DI(R-),3,5-DI(B-N=N-)-4H-1,2,4-TRIAZOLIUM Z(-) OR

1,2-DI(R-),3,5-DI(B-N=N-)-1H-1,2,4-TRIAZOLIUM Z(-)

WHEREIN R REPRESENTS A LOWER ALKYL OR A BENZYL RADICAL; Z$ REPRESENTS AN ANION; AND B REPRESENTS EITHER

A-N(-R1)-R2

WHEREIN X REPRESENTS A DIVALENT RESIDUE RADICAL WHICH CAN FORM HETERO RINGS HAVING 5 OR 6 MEMBERS LINKED WITH A NITROGEN ATOM; AND Y REPRESENTS A LOWER ALKYL, OXYALKYL, CYANOALKYL, ALKOXYALKYL, HALOGENOALKYL, OR AN ARALKYL RADICAL WHICH ARE USEFUL FOR COLORING A WIDE VARIETY FIBERS AND ESPECIALLY POLYACRYLONITRILE TYPE FIBERS AND METHODS FOR PRODUCING THE SAME WHICH COMPOUNDS PROVIDE SHADES OF COLOR WHICH ARE CHARACTERIZED BY HIGH FASTNESS TO SUNLIGHT, GOOD WASH RESISTANCE, GOOD RUB RESISTANCE, AND GOOD HEAT STABILITY.

1,2-(-N(-Y)-X-)BENZENE

WHEREIN A IS A PHENYLENE GROUP OR A NAPHTHYLENE GROUP WHICH MAY HAVE A LOWER ALKYL, LOWER ALKOXY OR AN ACYLAMINE RADICAL OR HALOGEN AS A SUBSTITUENT; R1 AND R2 EACH REPRESENT, RESPECTIVELY, HYDROGEN, LOWER ALKYL, OXYALKYL, CYANOALKYL, ALKOXYALKYL, HALOGENOALKL, OR AN ARALKYL RADICAL, SUBSTITUTED OR UN-SUBSTITUTED PHENYL GROUP, AND THE R1 AND R2 TAKEN TOGETHER CAN BE BONDED TO FORM A RING DIRECTLY OR LINKED WITH NITROGEN OR OXYGEN ATOM; OR

公开(公告)号：US3928292A

公开(公告)日：1975-12-23

申请号：US50514474

申请日：1974-09-11

Applicant: HODOGAYA CHEMICAL CO LTD

Inventor： MAEDA SHIGEO ,  OZUTSUMI MINORU ,  NIIMURA ISAO ,  OKAZAKI HIDEO

IPC: C08G18/38 ,  C09B69/10 ,  C08G18/32

CPC classification number: C09B69/106 ,  C08G18/3897

Abstract: wherein R1 and R2 represent hydrogen, lower alkyl, amino or hydroxy substituted lower alkyl, N-alkylamino or Nhydroxyalkylamino-substituted lower alkyl groups wherein at least one of the R1 and R2 groups is an active hydrogen atom; and R1 and R2 can be cyclized together to form a hetero six membered ring with the nitrogen containing imino group; X3 represents SO2-, -NHSO2-, -CO- or -NHCO-; and a represents an integer from 1 to 4.

or

wherein A and A'' can be the same or different and each can represent a residual phenylene radical which can have a nondissociated substituent; B and B'' can be the same or different and each represents a residual coupling component which can have a non-dissociated substituent and which have the metal coupling D and D'' groups disposed in an ortho relationship to the bridging azo groups; Z and Z'' can be the same or different and each represents an -O or -COO-group which is disposed in an ortho relationship to the bridging azo groups through groups A and A''; D and D''can be the same or different and each represents -O-, NH-, or -N-alkyl; M represents a chromium or cobalt atom; (K) represents aliphatic and substituted aliphatic ammonium or acyclic ammonium; n represents an integer from 1 to 6 and Y represents

A colored polyurethane material is prepared by reacting a polyisocyanate compound and a polyhydroxyl compound with a 2:1 complex metal azo dye of the formula:

Abstract translation: 通过使多异氰酸酯化合物和多羟基化合物与下式的2:1络合金属偶氮染料反应来制备着色聚氨酯材料：A-N = N-BZ＆Darr＆D ----（Y）n ANGLE M ANGLE D'＆uarr＆Z'B'-N = N-A'[K] +其中A和A'可以相同或不同，并且各自可以表示残基亚苯基， 解离取代基; B和B'可以相同或不同，并且各自表示残留的偶联组分，其可以具有非解离的取代基并且具有与桥连偶氮基团邻接的金属偶联D和D'基团; Z和Z'可以相同或不同，并且各自表示与通过基团A和A'的桥连偶氮基团的邻位排列的-O或-COO-基团。 D和D'可以相同或不同，各自表示-O - ， - NH-或-N-烷基; M表示铬或钴原子; [K] +表示脂族和取代的脂族铵或非环状铵; n表示1至6的整数，Y表示R 1 -N ANGLE R 2或R 1 -X 3 - （CH 2）a R AN R R 2其中R 1和R 2表示氢，低级烷基，氨基或羟基取代的低级烷基，N-烷基氨基或N- 羟基烷基氨基取代的低级烷基，其中R 1和R 2基团中的至少一个是活性氢原子; 并且R1和R2可以一起环化以形成含有亚氨基的杂六元环; X 3表示-SO 2 - ， - NHSO 2 - ， - CO-或-NHCO-; a表示1〜4的整数。

公开(公告)号：US3880797A

公开(公告)日：1975-04-29

申请号：US38750473

申请日：1973-08-10

Applicant: HODOGAYA CHEMICAL CO LTD

Inventor： MAEDA SHIGEO ,  OZUTSUMI MINORU ,  NIIMURA ISAO ,  OKAZAKI HIDEO

IPC: C08G18/38 ,  C09B69/10 ,  C08G51/66

CPC classification number: C09B69/106 ,  C08G18/3897

Abstract: A colored polyurethane material is prepared by reacting a polyisocyanate compound and a polyhydroxyl compound with a complex metal dye which contains at least one amino group or a hydroxyl group with one active hydrogen atom whereby the polyurethane material is colored by the presence of the chemically bonded complex metal dye.

Abstract translation: 通过使多异氰酸酯化合物和多羟基化合物与含有至少一个氨基或羟基的复合金属染料与一个活性氢原子反应制备着色聚氨酯材料，由此聚氨酯材料通过化学键合的复合物 金属染料。

公开(公告)号：US3879336A

公开(公告)日：1975-04-22

申请号：US45819174

申请日：1974-04-05

Applicant: HODOGAYA CHEMICAL CO LTD

Inventor： MAEDA SHIGEO ,  OZUTSUMI MINORU ,  NIIMURA ISAO ,  OKAZAKI HIDEO

IPC: C08G18/08 ,  C08G18/38 ,  D06N3/00 ,  C08G51/66

CPC classification number: D06N3/0065 ,  C08G18/0804 ,  C08G18/3897

Abstract: M represents chromium or cobalt; (N) represents aliphatic ammonium or acyclic ammonium, (Q) represents hydrogen, sodium, ammonium, aliphatic ammonium or acyclic ammonium, N'' represents aliphatic ammonium or acyclic ammonium, and n represents an integer from 1-6.

WHEREIN A and A'' are the same or different and each represent phenylene which can have non-dissociated substituents; B and B'' are the same or different and each represent coupling components which can contain nondissociated substituents within each component and are disposed in the dye molecule so that the bridging groups D and D'' are in an ortho position relative to the bridging azo groups; Z and Z'' are the same or different and each represent -O-, or -COO- which are disposed in an ortho position relative to the azo bridging groups; D and D'' are the same or different and each represent -O-,

A colored synthetic polyurethane leather is prepared by reacting a polyisocyanate with a polyol or a polyurethane substrate and a 2 : 1 complex metal dye which contains an isocyanate-reactive group selected from the group consisting of amino, alkylamino, and hydroxyl and which has the formula

Abstract translation: 通过使多异氰酸酯与多元醇或聚氨酯底物和含有选自氨基，烷基氨基和羟基的异氰酸酯反应性基团的2:1络合金属染料反应制备有色合成聚氨酯皮革，其具有式 其中A和A'相同或不同，各自表示可具有非解离取代基的亚苯基; B和B'相同或不同，并且各自表示可以在每个组分内含有非解离取代基的偶联组分，并且设置在染料分子中，使得桥连基团D和D'相对于桥连偶氮基团处于邻位; Z和Z'相同或不同，并且各自表示相对于偶氮桥连基团邻位置的-O-或-COO-; D和D'相同或不同，各自表示-O-，M表示铬或钴; [N] +表示脂肪族铵或非环状铵，[Q] +表示氢，钠，铵，脂肪族铵或无环状铵，N'表示脂肪族铵或非环状铵，n表示 1-6。

公开(公告)号：US3679656A

公开(公告)日：1972-07-25

申请号：US3679656D

申请日：1969-05-15

Applicant: HODOGAYA CHEMICAL CO LTD

Inventor： IIZUKA MASAO ,  IGARI NORIO ,  MAEDA SHIGEO

IPC: C07D249/14 ,  C09B44/18 ,  C09B29/00 ,  C09B29/34 ,  C09B43/00

CPC classification number: C07D249/14 ,  C09B44/18

Abstract: WATER-SOLUBLE QUATERNIZED CATIONIC MONOAZO DYESTUFFS OF THE FORMULA

1-R1,3-(B-N=N-),4-R5,6-R2-1H-1,2,4-TRIAZOLIUM Z(-)

WHEREIN B IS A RESIDUE OF A COUPLING COMPONENET AND R1, R2, R5 AND Z$ ARE THE RADICALS INDIVIDUALLY DEFINED IN THE SPECIFICATION AND CLAIMS. THE CATIONIC MONOAZO DYESTUFFS ARE SUITABLE FOR THE DYEING OF VARIOUS MATERIALS SUCH AS PAPER, MORDANT-TREATED CELLULOSE FIBERS, ACETATE FIBERS, SILK, LEATHER, POLYESTER FIBERS AND THE LIKE AND ESPECIALLY FOR THE DYEING OF FIBROUS MATERIALS MADE OF POLYACRYLONITRILE OR COPOLMYERS THEROF. THE DYEINGS IN ORANGE TO REDDISH VIOLET SHADES OBTAINED WITH THE NEW DYESTUFF POSSESS AN EXCELLANT FASTNESS TO LIGHT, WASHING AND THE LIKE. THE DYESTUFF IS FURTHER CHARACTERIZED BY THE FACT THAT THE RESULTING DYEING CAN BE MORE COMPLETELY DISCHARGED BY TREATGMENT WITH STANNOUS CHLORIDE THAN THE DYEINGS OBTAINED BY ANALOGOUS DYESTUFFS HITHERTO KNOWN.

公开(公告)号：US3654259A

公开(公告)日：1972-04-04

申请号：US3654259D

申请日：1969-05-15

Applicant: HODOGAYA CHEMICAL CO LTD

Inventor： IIZUKA MASAO ,  IGARI NORIO ,  MAEDA SHIGEO

IPC: C07D249/14 ,  C09B44/18 ,  C09B29/36 ,  D06P3/52 ,  D06P3/76

CPC classification number: C07D249/14 ,  C09B44/18

Abstract: NEW WATER-SOLUBLE QUATERNIZED CATIONIC MONOAZO DYESTUFFS REPRESENTED BY THE GENERAL FORMUA

2-R1,3-R2,4-R6,5-((1-R4,2-R3,R5-INDOL-3-YL)-2H-1,2,4-

TRIAZOLIUM Z(-)

WHEREIN R1, R2, R3, R5, R6 AND Z$ HAVE THE MEANINGS RESPECTIVELY DEFINED IN THE DESCRIPTION AND CLAIMS. THE NEW CATIONIC MONOAZO DYESTUFFS ARE SUITABLE FOR DYEING VARIOUS FIBROUS MATERIALS SUCH AS MORDANT-TREATED CELLULOSE FIBRES, ACETATE FIBRES, PAPER, SILK, LEATHER, SYNTHETIC FIBRES, ESPECIALLY FIBRES OF POLYACRYLONITRILE, POLYESTERS AND INTERPOLYMERS THEREOF AND THE LIKE. GREENISH YELLOW TO REDDISH YELLOW SHADES OF THE DYEING THUS OBTAINED ARE CHARACTERIZED BY THEIR EXCELLENT FASTNESS TO SUNLIGHT, WASHING, RUBBING AND HEAT AND THEIR ALMOST COMPLETE LACK OF PHOTOTROPISM.