JPS63210171A - Water-based liquid composition of reactive dye - Google Patents
Water-based liquid composition of reactive dyeInfo
- Publication number
- JPS63210171A JPS63210171A JP4373787A JP4373787A JPS63210171A JP S63210171 A JPS63210171 A JP S63210171A JP 4373787 A JP4373787 A JP 4373787A JP 4373787 A JP4373787 A JP 4373787A JP S63210171 A JPS63210171 A JP S63210171A
- Authority
- JP
- Japan
- Prior art keywords
- dye
- weight
- group
- sulfo
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000985 reactive dye Substances 0.000 title claims abstract description 14
- 239000000203 mixture Substances 0.000 title claims description 39
- 239000007788 liquid Substances 0.000 title claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 8
- 239000000975 dye Substances 0.000 claims abstract description 65
- -1 methoxy, ethoxy Chemical group 0.000 claims abstract description 10
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 125000004957 naphthylene group Chemical group 0.000 claims abstract description 4
- 239000003513 alkali Substances 0.000 claims abstract description 3
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 3
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 3
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract description 4
- 239000001632 sodium acetate Substances 0.000 abstract description 4
- 235000017281 sodium acetate Nutrition 0.000 abstract description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract description 3
- 239000006179 pH buffering agent Substances 0.000 abstract description 3
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 abstract description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 19
- 238000004043 dyeing Methods 0.000 description 14
- 238000003860 storage Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000010446 mirabilite Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 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 3
- 239000000872 buffer Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 235000002639 sodium chloride Nutrition 0.000 description 3
- 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 3
- QOSTVEDABRQTSU-UHFFFAOYSA-N 1,4-bis(methylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(NC)=CC=C2NC QOSTVEDABRQTSU-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- LFZDEAVRTJKYAF-UHFFFAOYSA-L barium(2+) 2-[(2-hydroxynaphthalen-1-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Ba+2].C1=CC=CC2=C(S([O-])(=O)=O)C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C21.C1=CC=CC2=C(S([O-])(=O)=O)C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C21 LFZDEAVRTJKYAF-UHFFFAOYSA-L 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 2
- 235000019796 monopotassium phosphate Nutrition 0.000 description 2
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 description 2
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 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 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VMKJWLXVLHBJNK-UHFFFAOYSA-N cyanuric fluoride Chemical compound FC1=NC(F)=NC(F)=N1 VMKJWLXVLHBJNK-UHFFFAOYSA-N 0.000 description 1
- 238000011033 desalting Methods 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000007686 potassium Nutrition 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical group [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
- C09B67/0073—Preparations of acid or reactive dyes in liquid form
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は反応染料を含有する保存安定性に優れた液状水
性組成物に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a liquid aqueous composition containing a reactive dye and having excellent storage stability.
反応染料を用いて工業的に染色又は捺染する場合、通常
水溶媒系で行なわれており普通市販されている粉末状又
は顆粒状の染料では、一旦熱湯により溶解し、染色又は
捺染に供されている。When industrially dyeing or printing with reactive dyes, it is usually done in an aqueous solvent system, and commercially available powder or granular dyes are first dissolved in hot water and then used for dyeing or printing. There is.
一方、近年染色工場では自動化及びＦＭＳ化の動きが姥
んであり、染料自動秤量システムに対応できる染料形態
の要求が増大している。On the other hand, in recent years there has been a slow movement toward automation and FMS in dyeing factories, and there is an increasing demand for dye forms that can be compatible with automatic dye weighing systems.
液状水性染料組成物は取扱い時に粉塵飛散による作業環
境の汚染問題もな（、溶解プロセスが不要で省力化、省
エネルギー、化に寄与するのみならず液状である特性を
生かし、自動秤量システムにも対応が容易に可能であり
、現在ではより好ましい染料の商品形態として注目され
、液状水性染料組成物の工業化への要求が増大している
。Liquid water-based dye compositions do not contaminate the working environment due to dust scattering when handled (no dissolution process is required, which not only contributes to labor and energy savings, but also makes use of the liquid property, making it compatible with automatic weighing systems. is easily possible, and is currently attracting attention as a more preferred commercial form of dye, and there is an increasing demand for industrialization of liquid aqueous dye compositions.
しかるに反応染料の液状水性組成物は、常温条件下では
比較的安定であるが、通常工業的な製品は製造、保管、
運搬、貯蔵等の取扱いに際し、０℃以下の低温あるいは
４０℃以上の高温条件下に置かれることがあり、低温又
は高温下での保存安定性が問題となってくる。However, although liquid aqueous compositions of reactive dyes are relatively stable under room temperature conditions, industrial products typically require manufacturing, storage, and
During transportation, storage, and other handling, they may be placed at low temperatures below 0°C or high temperatures above 40°C, and storage stability at low or high temperatures becomes a problem.
特に高温条件下では反応染料が加水分解を起こし形状が
変化したり、その組成内容が化学的あるいは物理的に変
化することは公知であり、したがって高温条件下長期に
保存後、公知の種々の方法で染色又は捺染を行なった場
合、本来得られるべき染色物と異なった染色物となり、
トラブル発生の原因となる。In particular, it is known that under high temperature conditions, reactive dyes undergo hydrolysis and change their shape, and their composition changes chemically or physically. Therefore, after long-term storage under high temperature conditions, various known methods If dyeing or printing is performed with
This may cause trouble.
本発明者らは、これら低温、高温での保存安定性に問題
のある反応染料の液状水性組成物について鋭意検討の結
果、保存安定性に優れる反応染料の液状水性組成物を発
明するに至った。The present inventors have conducted intensive studies on liquid aqueous compositions of reactive dyes that have problems with storage stability at low and high temperatures, and have now invented a liquid aqueous composition of reactive dyes that has excellent storage stability. .
即ち、本発明は一般式（７１
〔式中、Ｄはスルホン酸基を有する有機染料の残基、Ｅ
（、Ｂ！及び鳥は互いに独立に水素又は置換基を有して
いてもよい低級アルキル、Ｂ１及びＢ、は互いに独立に
、メチル、エチル、メトキシ、エトキシ、クロロ、ブロ
モ、ニトロ、カルボキシ及びスルホの群から選ばれる１
又は２個の置換基により置換されていてもよいフェニレ
ン又はスルホで置換されていてもよいナフチレン、２□
及びｚ２は互いに独立にビニル又は−〇Ｈ２０Ｈ，Ｌ（
Ｌはアルカリの作用で脱離する基）、ｎは１〜８を表わ
す。〕で示される染料の少なくとも１種を６〜５０重量
％およびｐＨ緩衝剤をθ〜５重景重量有してなる液状水
性組成物にして、該水性組成物のｐＨが８〜７であるこ
とを特徴とする反応染料の液状水性組成物を提供する。That is, the present invention relates to the general formula (71 [wherein, D is a residue of an organic dye having a sulfonic acid group, and E
(, B! and Bird are each independently hydrogen or lower alkyl which may have a substituent; B1 and B are each independently methyl, ethyl, methoxy, ethoxy, chloro, bromo, nitro, carboxy and sulfonate. 1 selected from the group of
or phenylene optionally substituted with two substituents or naphthylene optionally substituted with sulfo, 2□
and z2 are independently vinyl or -〇H20H,L(
L represents a group that is eliminated by the action of an alkali), and n represents 1 to 8. A liquid aqueous composition containing 6 to 50% by weight of at least one dye represented by A liquid aqueous composition of a reactive dye is provided.
本発明に於いて、一般式（２）で表わされる化合物につ
いて、スルホン酸基を有する有機染料の残ｉＤとしては
、モノアゾ、ジスアゾなどのポリ７ゾ染料、金属錯塩モ
ノアゾ染料又はジスアゾ染料、金属ホルマザン、アント
ラキノン、金属フタロシアニン、スチルベン、オキサジ
ン、ジオキサジン、トリフェニルメタン、ニトロ又はア
ゾメチン染料などの残基が例示される。尚、金属錯塩、
金属ホルマザン及び金属フタロシアニン系染料の中心原
子としては、Ｏｕ、 Ｏｒ、 Ｃｏ。In the present invention, for the compound represented by the general formula (2), the residual iD of the organic dye having a sulfonic acid group includes poly7zo dyes such as monoazo and disazo, metal complex monoazo dyes or disazo dyes, metal formazan , anthraquinone, metal phthalocyanine, stilbene, oxazine, dioxazine, triphenylmethane, nitro or azomethine dye. Furthermore, metal complex salts,
The central atoms of metal formazan and metal phthalocyanine dyes include Ou, Or, and Co.
Ｎｉ、Ｆｅなどを挙げることができる。Examples include Ni and Fe.
鴇、鳥および鳥で表わされる低級アルキル基としては１
−８個の炭素原子を有するアルキル基が好ましく、たと
えば、メチル基、エチル基、ｎ−プロピル基、イソプロ
ピル基である。The lower alkyl group represented by hawk, bird, and bird is 1
-Alkyl groups having 8 carbon atoms are preferred, for example methyl, ethyl, n-propyl, isopropyl.
ＢＩ ＊ ”２で表わされる置換されていてもよいフェ
ニレンおよびナフチレンの中、無置換フェニレン、メチ
ル又はメトキシ置換フェニレンが特゛に好ましい。Among the optionally substituted phenylene and naphthylene represented by BI*''2, unsubstituted phenylene, methyl- or methoxy-substituted phenylene is particularly preferred.
本発明で用いる一般式（１）で示される染料は、下記一
般式（９）、（２）及び（５）、■
ＨＮ−Ｂ、−８０，−Ｚ、１（Ｂ）
Ｃ式中Ｄｓ 穐、為、”ｓ 、Ｂｌ 、”ｓ 、ｚｓ
、Ｚ！ 及Ｃ１’ ｎは前記の意味を有する。）
で示されるそれぞれのアミン化合物と、塩化シアヌル又
は弗化シアヌルとを常法に従って一合させることにより
容易に製造することができる。The dye represented by the general formula (1) used in the present invention has the following general formulas (9), (2) and (5), ■ HN-B, -80, -Z, 1(B) , for,”s,Bl,”s,zs
, Z! and C1'n have the meanings given above. ) It can be easily produced by combining each of the amine compounds shown in the following with cyanuric chloride or cyanuric fluoride according to a conventional method.
一般式（Ｉ）で示される染料の中、下式（１）〜（２４
）で示される染料が特に好ましいものとして例示される
。Among the dyes represented by the general formula (I), the following formulas (1) to (24)
) are exemplified as particularly preferred.
一般式（１）で示される染料は合成段階で得られた反応
液を直接使用するか、あるいは水の量が規定より多い時
は適当な染料含量になるまで濃縮（例えば真空下に水の
一部を留去する）するか、その染料溶液の一部を乾燥し
て得られた粉末染料を残りの染料溶液に添加するなどし
て濃度を調整して得られた染料水溶液を使用する。The dye represented by the general formula (1) can be obtained by directly using the reaction solution obtained in the synthesis step, or if the amount of water is larger than the specified amount, by concentrating it until an appropriate dye content is obtained (for example, by adding a portion of the water under vacuum). Aqueous dye solution obtained by adjusting the concentration by drying a portion of the dye solution or adding the powdered dye obtained by drying a portion of the dye solution to the remaining dye solution is used.
なお、合成段階で得られた染料溶液中に芒硝等無機塩が
多量に存在する時は、染料溶液を冷却しく５℃〜−５℃
）、次いで濾過して予め除去しておくか、逆浸透膜装置
を用いて予め脱塩しておくことが望ましい。In addition, if a large amount of inorganic salt such as mirabilite is present in the dye solution obtained in the synthesis stage, the dye solution should be cooled to 5°C to -5°C.
), it is then preferably removed by filtration or desalted in advance using a reverse osmosis membrane device.
また、本発明に用いることのあるｐＨ緩衝剤としては、
一般式（Ｉ）で示される反応染料と化学的反応をおこす
ことのない緩衝剤であればすべて適用できる。In addition, as a pH buffering agent that may be used in the present invention,
Any buffer that does not cause a chemical reaction with the reactive dye represented by the general formula (I) can be used.
例えば、酢酸ナトリウム又はカリウム、１屯酸ナトリウ
ム又はカリウム、硼酸ナトリウム、各種燐酸のナトリウ
ム塩又はカリウム塩、あるいはそれらの混合物が使用で
きる。For example, sodium or potassium acetate, sodium or potassium monotonic acid, sodium borate, sodium or potassium salts of various phosphoric acids, or mixtures thereof can be used.
本発明の液状水性組成物はさらに、その他の添加物とし
て一般式（１）で示される反応染料に対して不活性であ
る界面活性剤、染色助剤、可溶化剤、消泡剤、凍結防止
剤、防腐剤等を含んでもよい。The liquid aqueous composition of the present invention further includes, as other additives, a surfactant that is inert to the reactive dye represented by the general formula (1), a dyeing aid, a solubilizer, an antifoaming agent, and an antifreeze agent. It may also contain agents, preservatives, etc.
このようにして製造された一般式（Ｉ）で示される反応
染料の液状水性組成物が、長期の間、例えば０℃におい
て４週間、室温において６力月間あるいは、４０℃にお
いて４週間保存しても調製当初の液状を保ち、さらに、
そのものを染色あるいは捺染に供した場合、調製当初と
何ら変らない染色力と色相を持つ染色物や捺染物を与え
ることは驚くべきことである。The liquid aqueous composition of the reactive dye represented by the general formula (I) thus produced can be stored for a long period of time, for example, 4 weeks at 0°C, 6 months at room temperature, or 4 weeks at 40°C. It also maintains its original liquid state, and furthermore,
It is surprising that when it is subjected to dyeing or printing, it yields a dyed or printed product with the same dyeing power and hue as when it was first prepared.
さらに、本発明の液状水性組成物は、天然又は再生のセ
ルロース、あるいは羊毛、絹、合成ポリアミドなどの繊
維材料を常法に従って染色又は捺染するに際し、優れた
ビルドアツプ性、温度感性を有するほか洗浄性、諸堅牢
度が優れ極めて有用である。Furthermore, the liquid aqueous composition of the present invention has excellent build-up properties, temperature sensitivity, and washability when dyeing or printing natural or regenerated cellulose, or fiber materials such as wool, silk, and synthetic polyamides in a conventional manner. It has excellent fastness properties and is extremely useful.
以下、実施例により本発明をより詳細に説明するが、本
発明はこれらの実施例に限定されるものではない。EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples.
実施例１
式（１）で示される染料１６．７重量％を含む澄明な水
性反応液９００重量部に、酢酸ナトリウムの８水塩５重
量部を加え、水で全体を１０００重量部としてｐＨ５，
１の液状水性染料組成物を調製した。この液状水性染料
組成物の１５重量部を用いて、公知の常法により染浴、
バジング浴又は捺染ペーストを調製し、これを用いて木
綿を染色あるいは捺染したところ、染料含量７５重量％
の粉末染料組成物８重量部を用いて同一濃度の染浴、バ
ジング浴又は捺染ペーストを調整し、同一条件で染色あ
るいは捺染したものと、それぞれ全く同等の濃度と色相
を有する黄色の染色物あるいは捺染物を得た。Example 1 To 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by formula (1), 5 parts by weight of sodium acetate octahydrate was added, the total was made up to 1000 parts by weight with water, and the pH was adjusted to 5.
A liquid aqueous dye composition of No. 1 was prepared. Using 15 parts by weight of this liquid aqueous dye composition, dye bath,
When we prepared a badging bath or printing paste and used it to dye or print cotton, the dye content was 75% by weight.
A yellow dyed product having exactly the same density and hue as that obtained by preparing a dye bath, badging bath or printing paste of the same concentration using 8 parts by weight of a powder dye composition and dyeing or printing under the same conditions. I got a print.
また、この液状水性染料組成物を０℃で４週間あるいは
５０℃で４週間、密閉保存した場合も、液状が変化する
ことなく得られ、さらにこの保存染料液の１５重量部を
用いて、上述と同じ方法で得た染色物あるいは捺染物は
、その濃さ、色相において全く変化は認められなかった
。Furthermore, even when this liquid aqueous dye composition was stored in a hermetically sealed state at 0°C for 4 weeks or at 50°C for 4 weeks, the liquid state did not change. No change was observed in the density or hue of the dyed or printed material obtained using the same method.
実施例２
式（２）で示される染料１６．７重量％を含む澄明な水
性反応液９００重量部に、燐酸２水素カリウムと燐酸水
素２ナトリウムの１２水素１：２４からなる緩衝剤１０
重量部を加え、水で全体を１０００重量部としたｐＨ５
，５の液状水性染料組成物を調製した。この液状水性染
料組成物の１５重量部を用いて、公知の常法により染浴
、バジング浴又は捺染ペーストを調製し、これを用いて
木綿を染色あるいは捺染したところ、染料台：！１７５
重量％の粉末染料組成物８重量部を用いて同一濃度の染
浴、パジング浴又は捺染ペーストを調整し、同一条件で
染色あるいは捺染したものと、それぞれ全く同等の濃度
と色相を有する黄色の染色物あるいは捺染物を得た。Example 2 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by formula (2) was added with 10 parts by weight of a buffer consisting of potassium dihydrogen phosphate and disodium hydrogen phosphate (12 hydrogen 1:24).
pH 5 by adding parts by weight and bringing the total to 1000 parts by weight with water.
, 5 was prepared. Using 15 parts by weight of this liquid aqueous dye composition, a dye bath, a badging bath, or a printing paste was prepared by a known conventional method, and when cotton was dyed or printed using this, the dye base:! 175
A yellow dyeing having exactly the same density and hue as that obtained by preparing a dye bath, padding bath or printing paste of the same concentration using 8 parts by weight of a powder dye composition of 8% by weight and dyeing or printing under the same conditions. Obtained an object or a printed object.
また、この液状水性染料組成物を０℃で４週間あるいは
４０℃で４週間、密閉保存した場合も、液状が変化する
ことなく得られ、さらにこの保存染料液の１５重量部を
用いて、上述と同じ方法で得た染色物あるいは捺染物は
、その濃さ、色相において全く変化は認められなかった
。Furthermore, when this liquid aqueous dye composition was stored in a hermetically sealed state at 0°C for 4 weeks or at 40°C for 4 weeks, the liquid state did not change. No change was observed in the density or hue of the dyed or printed material obtained using the same method.
実施例 ８
式（８）で示される染料２２．２重量％を含む澄ｑｑな
水性反応液９００重量部に、燐酸２水素カリウムと燐酸
水素２ナトリウムの１２水塩１：２４からなる緩衝剤２
０重量部を加え、水で全体を１０００重量部としたｐＨ
５，８の液状水性染料組成物を調製した。この液状水性
染料組成物の１０重量部を用いて、公知の法により染浴
、バジング溶又は捺染ペーストを調製し、これを用いて
木綿を染色あるいは捺染したところ、染料含量７５重量
％の粉末染料組成物４重量部を用いて同一濃度の染浴、
バジング浴又は捺染ペーストを調整し、同一条件で染色
あるいは捺染したものと、それぞれ全く同等の濃度と色
相を有する青゛色の染色物あるいは捺染物を得た。Example 8 To 900 parts by weight of a clear aqueous reaction solution containing 22.2% by weight of the dye represented by formula (8), a buffer 2 consisting of 1:24 potassium dihydrogen phosphate and disodium hydrogen phosphate 12 hydrate was added.
pH of 0 parts by weight was added and the total volume was made up to 1000 parts by weight with water.
Liquid aqueous dye compositions Nos. 5 and 8 were prepared. Using 10 parts by weight of this liquid aqueous dye composition, a dye bath, a badging solution or a printing paste was prepared by a known method, and when cotton was dyed or printed using this, a powder dye with a dye content of 75% by weight was obtained. a dyebath of the same concentration using 4 parts by weight of the composition;
Buzzing baths or printing pastes were adjusted to obtain blue dyed or printed products having exactly the same density and hue as those dyed or printed under the same conditions.
また、この液状水性染料組成物を４０℃で４週間、密閉
保存した場合も、液状が変化することなく得られ、さら
にこの保存染料液の２０重量部を用いて、上述と同じ方
法で得た染色物あるいは捺染物は、色の濃さ、色相にお
いて全く変化は認められなかった。Furthermore, even when this liquid aqueous dye composition was stored in a hermetically sealed manner at 40°C for 4 weeks, the liquid state did not change. No change was observed in the color depth or hue of the dyed or printed material.
実施例 ４
公知の方法で合成された遊離酸の形で（４）式で表わさ
れる染料の反応液（染料分１２重量％、食塩０．８重量
％、芒硝１０重量％含有の水溶液）を０℃に冷却後約５
時間保冷を行なって芒硝結晶を析出させ染料液と無機塩
の分離を行なった。Example 4 A reaction solution of a dye represented by formula (4) in the form of a free acid synthesized by a known method (an aqueous solution containing 12% by weight of dye, 0.8% by weight of common salt, and 10% by weight of Glauber's salt) was After cooling to about 5℃
The solution was kept cold for a period of time to precipitate Glauber's salt crystals, and the dye solution and inorganic salt were separated.
この脱染斜波（染料分１４重量％、食塩０．８重量％、
芒硝２．ＯＮ量％）１０％硫酸で染料液のＰＨ値を５．
０に調整した。This de-staining diagonal wave (dye content 14% by weight, salt 0.8% by weight,
Glauber's salt 2. ON amount %) Adjust the pH value of the dye solution to 5.0 with 10% sulfuric acid.
Adjusted to 0.
この染料液の一部を５℃で２ケ月間貯蔵したが、染料の
結晶を析出することなく安定な溶解状態を保った。A portion of this dye solution was stored at 5° C. for 2 months, but the dye remained in a stable dissolved state without precipitation of crystals.
実施例 ５〜８
式（５）〜（８）で示される染料を用い、実施例１に準
じて調製した下表に示す組成の液状水性組成物はいずれ
も０℃で４週間あるいは４０℃で４週間、密閉保存した
場合も、液状が変化することなく得られさらにこの保存
染料液の１部を用いて、常法で染色した染色物は貯蔵前
と全く変化は認められなかった。Examples 5 to 8 Liquid aqueous compositions having the compositions shown in the table below, which were prepared according to Example 1 using dyes represented by formulas (5) to (8), were heated at 0°C for 4 weeks or at 40°C. Even when stored in a sealed container for 4 weeks, the liquid state did not change, and dyed products dyed using a portion of this preservative dye solution in a conventional manner showed no change from before storage.
５（５） １６％ ０．５％ ５．７
黄色６ｊＣ） ２０＊ ０．１＊
５．５ 橙色７（７） １５９６１．０％
６．１ 緋色８（８） １６＊ ｓ
、ｏ％ ６．０ 赤色実施例 ９
式（９）で示される染料１８重量％を含む澄明な水性反
応液について、０．５％食塩水のりジェクシ曹ン半が８
０％の非対称性半透膜を用いて脱塩及び濃縮を行ない、
Ｎａ０ｊ Ｏ，１３ｉｉ ｇ ＊ 、 Ｎａ２８０４０
．８重量％の液状組成物が得られた。5 (5) 16% 0.5% 5.7
Yellow 6jC) 20* 0.1*
5.5 Orange 7 (7) 15961.0%
6.1 Scarlet 8 (8) 16*s
, o% 6.0 Red Example 9 For a clear aqueous reaction solution containing 18% by weight of the dye represented by formula (9), 0.5% saline solution
Desalting and concentration are performed using a 0% asymmetric semipermeable membrane,
Na0j O,13ii g*, Na28040
．． An 8% by weight liquid composition was obtained.
この液状組成物９９０重量部に、酢酸ナトリウム１０部
を加え、次に１０％硫酸でｐｎ ５．５に調整し、染料
含有量２０重社％の水性液状組成物を得た。To 990 parts by weight of this liquid composition, 10 parts of sodium acetate was added, and the pn was adjusted to 5.5 with 10% sulfuric acid to obtain an aqueous liquid composition having a dye content of 20%.
この様にして得られた液状組成物は密閉容器中で、２０
℃で６ケ月以上、０℃では１ケ月以上、４０℃で２ケ月
は貯蔵安定であった。The liquid composition thus obtained was placed in a closed container for 20 minutes.
It was stable in storage for 6 months or more at 0°C, 1 month or more at 0°C, and 2 months at 40°C.
更に、４０℃で２ケ月貯蔵した液状組成物を用い公知の
染色法で木綿上に固着した場合、２０℃で２ケ月間貯蔵
した液状組成物で染色した場合と同様の着色力及び赤色
の染色物が得られた。Furthermore, when a liquid composition stored at 40°C for 2 months is fixed on cotton using a known dyeing method, the same coloring power and red dyeing as when dyeing with a liquid composition stored at 20°C for 2 months is obtained. I got something.
実施例 １０〜２４
式（！０）〜（２４）で示される染料を用い、実施例１
に準じて調製した下表に示す組成の液状水性組成物はい
ずれも０℃で４週間、２０℃で６ケ月間あるいは４０℃
で１ケ月間、密閉保存した場合も、液状が変化すること
なく得られさらにこの保存染料液の一部を用いて常法で
染色した染色物は貯蔵前と全く変化は認められなかった
。Examples 10 to 24 Using dyes represented by formulas (!0) to (24), Example 1
The liquid aqueous compositions with the compositions shown in the table below, which were prepared according to
Even when the dye was stored in a sealed container for one month, the liquid state did not change, and dyed products dyed using a part of this preservative dye solution in a conventional manner showed no change at all compared to before storage.
実施例 液状水性組成物の組成
染料 酢酸ナトリウム □ 色相（重量９６
）（重量％）
１０（１０） ２０ｇ６０ ＊ ５．０
赤色１１（１１） １８ｇ６０ ４ ５．５
赤色１２ （１２） １６％ ０．１％ ５
．５ 赤色１８（１８） ２０４ ０．１％
５．８ 青色１４（１４） １５％
０ ％ ５．７ 青色１５（１５） １５１
０．５％ ４．０ 紺色１６（１６）
２０＊ １．Ｏ＊ ６．６ 紺色１
７（１７） １５４ ０．５％ ５．８
青色Ｉｇ （１ｇ） １５％ ０，５％
５．８ 青色１９（１９） ２０％ ０．１
％ ６．０ 青色２０（２０＞ １５Ｊｔ
Ｏ％ ４．５ 茶色２１ （２１） １６
％ θ ％ ５．０ 茶色２２（２２）
１８９６０．１％ ４．５ 茶色２Ｂ（２８）
１５％ ０．１％ ５．５ 茶色２
４（２４） １６＊ ０．１＊ ５．６
紺色（２２完）Examples Composition of liquid aqueous composition Dye Sodium acetate □ Hue (weight 96
) (weight%) 10 (10) 20g60 * 5.0
Red 11 (11) 18g60 4 5.5
Red 12 (12) 16% 0.1% 5
．． 5 Red 18 (18) 204 0.1%
5.8 Blue 14 (14) 15%
0% 5.7 Blue 15 (15) 151
0.5% 4.0 Navy 16 (16)
20*1. O* 6.6 Navy 1
7 (17) 154 0.5% 5.8
Blue Ig (1g) 15% 0.5%
5.8 Blue 19 (19) 20% 0.1
% 6.0 Blue 20 (20>15Jt
O% 4.5 Brown 21 (21) 16
% θ % 5.0 Brown 22 (22)
18960.1% 4.5 Brown 2B (28)
15% 0.1% 5.5 Brown 2
4 (24) 16* 0.1* 5.6
Navy blue (22 complete)
Claims (1)
＿１、Ｒ＿２及びＲ＿３は互いに独立に水素又は置換基
を有していてもよい低級アルキル、Ｂ＿１及びＢ＿２は
互いに独立に、メチル、エチル、メトキシ、エトキシ、
クロロ、ブロモ、ニトロ、カルボキシ及びスルホの群か
ら選ばれる１又は２個の置換基により置換されていても
よいフェニレン又はスルホで置換されていてもよいナフ
チレン、Ｚ＿１及びＺ＿２は互いに独立にビニル又は−
ＣＨ＿２ＣＨ＿２Ｌ（Ｌはアルカリの作用で脱離する基
）、ｎは１〜３を表わす。〕 で表わされる染料の少なくとも１種を５〜５０重量％お
よびｐＨ緩衝剤を０〜５重量％含有してなる液状水性組
成物にして、該水性組成物のｐＨが３〜７であることを
特徴とする反応染料の液状水性組成物。[Claims] The following general formula ▲ Numerical formulas, chemical formulas, tables, etc. ▼ [In the formula, D is a residue of an organic dye having a sulfonic acid group, R
_1, R_2 and R_3 are each independently hydrogen or lower alkyl which may have a substituent, B_1 and B_2 are each independently methyl, ethyl, methoxy, ethoxy,
phenylene optionally substituted with one or two substituents selected from the group of chloro, bromo, nitro, carboxy and sulfo, or naphthylene optionally substituted with sulfo, Z_1 and Z_2 each independently represent vinyl or -
CH_2CH_2L (L is a group that is eliminated by the action of an alkali), n represents 1 to 3; ] A liquid aqueous composition containing 5 to 50% by weight of at least one dye represented by A liquid aqueous composition of characteristic reactive dyes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4373787A JPS63210171A (en) | 1987-02-25 | 1987-02-25 | Water-based liquid composition of reactive dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4373787A JPS63210171A (en) | 1987-02-25 | 1987-02-25 | Water-based liquid composition of reactive dye |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63210171A true JPS63210171A (en) | 1988-08-31 |
Family
ID=12672093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4373787A Pending JPS63210171A (en) | 1987-02-25 | 1987-02-25 | Water-based liquid composition of reactive dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63210171A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2337270A (en) * | 1998-05-13 | 1999-11-17 | Sumitomo Chemical Co | Yellow reactive dye composition comprising at least two [(1,3,5-triazin-2-ylaminophenyl)azo]naphthalene-(di-/tri-)sulphonic acid fibre reactive monoazo dyes |
| JP4529200B2 (en) * | 1998-05-15 | 2010-08-25 | 住友化学株式会社 | Reactive dye mixture and its application |
-
1987
- 1987-02-25 JP JP4373787A patent/JPS63210171A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2337270A (en) * | 1998-05-13 | 1999-11-17 | Sumitomo Chemical Co | Yellow reactive dye composition comprising at least two [(1,3,5-triazin-2-ylaminophenyl)azo]naphthalene-(di-/tri-)sulphonic acid fibre reactive monoazo dyes |
| GB2337270B (en) * | 1998-05-13 | 2000-09-13 | Sumitomo Chemical Co | Yellow reactive dye composition |
| JP4529200B2 (en) * | 1998-05-15 | 2010-08-25 | 住友化学株式会社 | Reactive dye mixture and its application |
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