KR960004541B1 - 수용성 포르마잔 착색제 및 그를 사용한 염색방법 - Google Patents
수용성 포르마잔 착색제 및 그를 사용한 염색방법 Download PDFInfo
- Publication number
- KR960004541B1 KR960004541B1 KR1019880701080A KR880701080A KR960004541B1 KR 960004541 B1 KR960004541 B1 KR 960004541B1 KR 1019880701080 A KR1019880701080 A KR 1019880701080A KR 880701080 A KR880701080 A KR 880701080A KR 960004541 B1 KR960004541 B1 KR 960004541B1
- Authority
- KR
- South Korea
- Prior art keywords
- group
- colorant
- water
- soluble formazan
- general formula
- Prior art date
Links
- 239000003086 colorant Substances 0.000 title claims description 83
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 title claims description 54
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 title claims description 53
- 238000004043 dyeing Methods 0.000 title claims description 50
- 238000000034 method Methods 0.000 title claims description 40
- 239000000835 fiber Substances 0.000 claims description 42
- 239000002253 acid Substances 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 18
- 229920003043 Cellulose fiber Polymers 0.000 claims description 16
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000000985 reactive dye Substances 0.000 claims description 13
- 125000003282 alkyl amino group Chemical group 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 9
- 239000003513 alkali Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 8
- 125000004957 naphthylene group Chemical group 0.000 claims description 6
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 239000000975 dye Substances 0.000 description 42
- 239000004744 fabric Substances 0.000 description 23
- 239000000047 product Substances 0.000 description 19
- 229920000728 polyester Polymers 0.000 description 12
- 229920000742 Cotton Polymers 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- -1 formazan compound Chemical class 0.000 description 8
- 230000003014 reinforcing effect Effects 0.000 description 8
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 7
- 230000035900 sweating Effects 0.000 description 7
- 229920002678 cellulose Polymers 0.000 description 6
- 239000001913 cellulose Substances 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 239000002657 fibrous material Substances 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000010446 mirabilite Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000000986 disperse dye Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000031700 light absorption Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010014 continuous dyeing Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000005184 naphthylamino group Chemical group C1(=CC=CC2=CC=CC=C12)N* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000007447 staining method Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/5036—Formazane dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Description
Claims (13)
- 유리산 형태인 하기 일반식(I)의 수용성 포르마잔 착색제.(상기 식중, R은 수소원자, 또는 히드록시 또는 C1~C2의 저급 알콕시기로 치환될 수 있는 C1~C4의 저급 알킬기이고; X는 C1~C4의 저급 알킬기, C1~C4의 저급 알콕시기, 할로겐원자 및 술폰산기로 구성된 군에서 선택된 하나 이상으로 치환될 수 있는 페닐렌기 또는 나프틸렌기이며; Y는 -SO2CH=CH2기 또는 -SO2C2H4W기(여기에서, W는 알칼리의 작용에 의해 제거되는 기이다)이고; Z는 하나의 술폰산기를 갖는 C1~C6의 저급 알킬아미노기 또는 페닐아미노기다.)
- 제1항에 있어서, 상기 일반식(I)중의 Z가 1개의 술폰산기를 갖는 C1내지 C4의 저급 알킬아미노기임을 특징으로 하는 수용성 포르마잔 착색제.
- 제1항에 있어서, 상기 일반식(I)중의 Z가 1개의 술폰산기를 갖는 페닐아미노기임을 특징으로 하는 수용성 포르마잔 착색제.
- 제1항에 있어서, 상기 일반식(I)중의 R이 수소원자 또는 C1내지 C4의 비치환 저급 알킬기이고, Z가 1개의 술폰산기를 갖는 C1~ C4의 저급 알킬아미노기 또는 페닐아미노기임을 특징으로 하는 수용성 포르마잔 착색제.
- 제1항에 있어서, 상기 일반식(I)중의 X가 C1내지 C4의의 저급 알킬기, C1내지 C4의 저급 알콕시기 및 할로겐원자로 구성된 군으로부터 선택된 1개 또는 2개의 치환기로 치환될 수 있는 페닐렌기임을 특징으로 하는 수용성 포르마잔 착색제.
- 제1항에 있어서, 상기 착색제가 셀룰로우즈 섬유 또는 질소함유 섬유 염색용 반응성 염료임을 특징으로 하는 수용성 포르마잔 착색제.
- 유리산 형태인 하기 일반식(I)의 수용성 포르마잔 착색제를 사용함을 특징으로 하는 섬유의 염색방법.(상기 식중, R은 수소원자, 또는 히드록시 또는 C1~C2의 저급 알콕시기로 치환될 수 있는 C1~C4의 저급 알킬기이고 ; X는 C1~C4의 저급 알킬기, C1~C4의 저급 알콕시기, 할로겐 원자 및 술폰산기로 구성된 군에서 선택된 하나 이상으로 치환될 수 있는 페닐렌기 또는 나프틸렌기이며 ; Y는 -SO2CH=CH2기 또는 -SO2C2H4W기(여기에서, W는 알칼리의 작용에 의해 제거되는 기이다)이고 ; Z는 하나의 술폰산기를 갖는 C1~C6의 저급 알킬아미노기 또는 페놀아미노기다).
- 제11항에 있어서, 상기 일반식(I)중의 Z가 1개의 술폰산기를 갖는 C1내지 C6의 저급 알킬아미노기인 수용성 포르마잔 착색제를 사용함을 특징으로 하는 섬유의 염색방법.
- 제11항에 있어서, 상기 일반식(I)중의 Z가 1개의 술폰산기를 갖는 페닐아미노기인 수용성 포르마잔 착색제를 사용함을 특징으로 하는 섬유의 염색방법.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP53/1987 | 1987-01-05 | ||
JP62000053A JPS63168465A (ja) | 1987-01-05 | 1987-01-05 | 水溶性ホルマザン色素およびそれを用いる染色方法 |
JP47344/1987 | 1987-03-02 | ||
JP62047344A JPS63213568A (ja) | 1987-03-02 | 1987-03-02 | 水溶性ホルマザン色素およびそれを用いる染色方法 |
PCT/JP1987/001025 WO1988005065A1 (en) | 1987-01-05 | 1987-12-24 | Water-soluble formazan dyes and method of dyeing with same |
Publications (2)
Publication Number | Publication Date |
---|---|
KR890700646A KR890700646A (ko) | 1989-04-26 |
KR960004541B1 true KR960004541B1 (ko) | 1996-04-09 |
Family
ID=26332962
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019880701080A KR960004541B1 (ko) | 1987-01-05 | 1987-12-24 | 수용성 포르마잔 착색제 및 그를 사용한 염색방법 |
Country Status (6)
Country | Link |
---|---|
US (1) | US4985545A (ko) |
EP (1) | EP0302115B1 (ko) |
KR (1) | KR960004541B1 (ko) |
DE (1) | DE3781893T2 (ko) |
HK (1) | HK56693A (ko) |
WO (1) | WO1988005065A1 (ko) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3852154T2 (de) * | 1987-07-22 | 1995-05-11 | Mitsubishi Chem Ind | Wasserlösliche Farbstoffmischung und Färbeverfahren. |
US4880434A (en) * | 1987-07-23 | 1989-11-14 | Sumitomo Chemical Company, Limited | Method of obtaining dyed and finished cellulose fiber materials using reactive metallized formazan dye with no color change |
DE58904174D1 (de) * | 1988-03-17 | 1993-06-03 | Ciba Geigy Ag | Reaktivfarbstoffe, verfahren zu deren herstellung und deren verwendung. |
DE3903455A1 (de) * | 1989-02-06 | 1990-08-09 | Hoechst Ag | Kupferkomplex-formazanverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe |
ES2071076T3 (es) * | 1989-07-24 | 1995-06-16 | Ciba Geigy Ag | Colorantes formazano reactivos con las fibras, procedimiento para su obtencion y uso de los mismos. |
ES2054316T3 (es) * | 1989-07-24 | 1994-08-01 | Ciba Geigy Ag | Colorantes de formazano reactivos con las fibras, procedimiento para su obtencion, y su empleo. |
EP0426617B1 (de) * | 1989-11-01 | 1996-05-22 | Ciba-Geigy Ag | Faserreaktive Formazanfarbstoffe, Verfahren zu deren Herstellung und deren Verwendung |
AU701648B2 (en) * | 1994-12-29 | 1999-02-04 | Sumitomo Rubber Industries, Ltd. | Golf ball |
US20070037473A1 (en) * | 2005-04-08 | 2007-02-15 | Thomas Long | Balloon holder |
US11987926B2 (en) * | 2021-01-25 | 2024-05-21 | Energy Ogre Llc | Launderable activated cotton |
US20220389650A1 (en) * | 2021-01-25 | 2022-12-08 | Energy Ogre Llc | Launderable activated cotton |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3910877A (en) * | 1973-12-19 | 1975-10-07 | Du Pont | Bis(cyanophenyl)-3-formazancarbonitrile compounds |
JPS6018357B2 (ja) * | 1979-06-20 | 1985-05-09 | 住友化学工業株式会社 | セルロ−ズ系繊維の染色法 |
EP0076782B1 (de) * | 1981-10-02 | 1986-03-05 | Ciba-Geigy Ag | Reaktivfarbstoffe, deren Herstellung und Verwendung |
JPS5915451A (ja) * | 1982-07-19 | 1984-01-26 | Sumitomo Chem Co Ltd | 金属ホルマザン化合物、その製造法およびそれを用いる繊維材料の染色方法 |
JPH0721123B2 (ja) * | 1983-10-25 | 1995-03-08 | 日本化薬株式会社 | ホルムアザン化合物及びそれを用いる繊維材料の染色法 |
GB8524697D0 (en) * | 1985-10-07 | 1985-11-13 | Ici Plc | Water-soluble dyes |
JPH06104778B2 (ja) * | 1986-02-19 | 1994-12-21 | 住友化学工業株式会社 | 金属ホルマザン化合物及びそれを用いて繊維材料を染色又は捺染する方法 |
-
1987
- 1987-12-24 WO PCT/JP1987/001025 patent/WO1988005065A1/ja active IP Right Grant
- 1987-12-24 EP EP88900577A patent/EP0302115B1/en not_active Expired - Lifetime
- 1987-12-24 DE DE8888900577T patent/DE3781893T2/de not_active Expired - Fee Related
- 1987-12-24 KR KR1019880701080A patent/KR960004541B1/ko not_active IP Right Cessation
-
1988
- 1988-08-15 US US07/243,310 patent/US4985545A/en not_active Expired - Fee Related
-
1993
- 1993-06-10 HK HK566/93A patent/HK56693A/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE3781893D1 (de) | 1992-10-29 |
EP0302115A4 (en) | 1989-01-17 |
KR890700646A (ko) | 1989-04-26 |
WO1988005065A1 (en) | 1988-07-14 |
US4985545A (en) | 1991-01-15 |
EP0302115A1 (en) | 1989-02-08 |
EP0302115B1 (en) | 1992-09-23 |
DE3781893T2 (de) | 1993-02-04 |
HK56693A (en) | 1993-06-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR100533181B1 (ko) | 반응성염료혼합물및이를사용하여염색또는날염하는방법 | |
JP4421174B2 (ja) | 合成ポリアミド繊維材料の三色浸染または捺染の方法 | |
KR960004541B1 (ko) | 수용성 포르마잔 착색제 및 그를 사용한 염색방법 | |
EP0252508B1 (en) | Water soluble disazo colorant and dyeing method using the same | |
KR950009540B1 (ko) | 섬유 반응성 적색염료 조성물 | |
CN100590153C (zh) | 黄色活性染料组合物及其应用 | |
KR950003618B1 (ko) | 수용성 염료 혼합물 및 염색방법 | |
JPS61225256A (ja) | 反応染料組成物 | |
CN1330711C (zh) | 偶氮染料 | |
KR20060085780A (ko) | 신규한 반응성 적색 염료 및 이를 이용한 삼색 배합 염색 | |
JPH0619047B2 (ja) | ジスアゾ系色素及びこれを用いる染色方法 | |
JPH0751681B2 (ja) | 水溶性ジスアゾ色素 | |
CN104119692A (zh) | 一种活性橙染料化合物及其应用 | |
JPH0257826B2 (ko) | ||
JPS61272270A (ja) | ジスアゾ系化合物 | |
JPH048551B2 (ko) | ||
JPS63168465A (ja) | 水溶性ホルマザン色素およびそれを用いる染色方法 | |
JPH0619049B2 (ja) | 水溶性ジスアゾ化合物およびそれを用いる染色方法 | |
CN103773071A (zh) | 一种活性黄染料化合物 | |
CN103773073A (zh) | 一种活性黄染料化合物 | |
JP3221792B2 (ja) | 繊維材料の染色法 | |
JPH0619048B2 (ja) | 水溶性ジスアゾ化合物およびそれを用いる染色方法 | |
JPH0635556B2 (ja) | ホルマザン系化合物 | |
CN103773076A (zh) | 一种黄色活性染料化合物 | |
JPS60215070A (ja) | 繊維反応性モノアゾ化合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19880905 |
|
PG1501 | Laying open of application | ||
A201 | Request for examination | ||
PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19921110 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19880905 Comment text: Patent Application |
|
E902 | Notification of reason for refusal | ||
PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 19951219 Patent event code: PE09021S01D |
|
G160 | Decision to publish patent application | ||
PG1605 | Publication of application before grant of patent |
Comment text: Decision on Publication of Application Patent event code: PG16051S01I Patent event date: 19960316 |
|
E701 | Decision to grant or registration of patent right | ||
PE0701 | Decision of registration |
Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 19960702 |
|
GRNT | Written decision to grant | ||
PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 19960919 Patent event code: PR07011E01D |
|
PR1002 | Payment of registration fee |
Payment date: 19960919 End annual number: 3 Start annual number: 1 |
|
PR1001 | Payment of annual fee |
Payment date: 19990310 Start annual number: 4 End annual number: 4 |
|
PR1001 | Payment of annual fee |
Payment date: 20000321 Start annual number: 5 End annual number: 5 |
|
FPAY | Annual fee payment |
Payment date: 20010321 Year of fee payment: 6 |
|
PR1001 | Payment of annual fee |
Payment date: 20010321 Start annual number: 6 End annual number: 6 |
|
LAPS | Lapse due to unpaid annual fee | ||
PC1903 | Unpaid annual fee |