CN108485308A - A kind of niacin triazine reactive fluorescent dye - Google Patents
A kind of niacin triazine reactive fluorescent dye Download PDFInfo
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- CN108485308A CN108485308A CN201810276526.0A CN201810276526A CN108485308A CN 108485308 A CN108485308 A CN 108485308A CN 201810276526 A CN201810276526 A CN 201810276526A CN 108485308 A CN108485308 A CN 108485308A
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- compound
- fluorescent dye
- niacin
- reactive fluorescent
- dye
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- 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
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
- C09B62/043—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring containing two or more triazine rings linked together by a non-chromophoric link
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
- D06P1/382—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group directly attached to heterocyclic group
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
- D06P3/663—Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- Coloring (AREA)
Abstract
The invention discloses a kind of niacin triazine reactive fluorescent dyes.The reactive fluorescent dye is that have following general formula（Ⅰ）The compound of structure.Reactive fluorescent dye preparation process provided by the invention is simple, and fluorescent effect is good, and product solubility is high, and bright in colour, application performance is excellent, easy to use, is a kind of reactive fluorescent dye of strong applicability.
Description
Technical field
The present invention relates to a kind of fluorescent dye, the preparation more particularly to a kind of niacin triazine reactive fluorescent dye and use
On the way.
Background technology
The visual effect of fluorescent dye had not only included the color generated after being absorbed to visible light selection, but also was launched including them
The fluorescence come.It belongs to a kind of Functional dye, not only the tinctorial property with Conventional dye, but also can launch fluorescence so that knits
The saturation degree and vividness of object improve.Currently, most of fluorescent dye used for textiles in the market is disperse dyes and cation
Dyestuff is mainly used for the dyeing of terylene and acrylic fibers, and the active fluorochrome kind suitable for dyeability ofwool fabric rarely has report
Road.
1,8- naphthalimide fluorescent dyestuffs are a kind of important functional dyes, be widely used at present dyestuff, pigment and
Fluorescent whitening agent.
Invention content
It, can be with technical problem to be solved by the invention is to provide the reactive fluorescent dye of one kind 1,8- naphthalimide structures
Cotton and viscose fiber, yarn and fabric are dyed, for preparing fluorescent fiber, yarn and fabric.Specifically, the present invention carries
Following formula is supplied（Ⅰ）Compound：
（Ⅰ）
The compound synthesis method includes the following steps：
A, compound（Ⅱ）Synthesis
（Ⅱ）
0.2mol4- amino -3,6- disulfo -1,8- naphthaldehyde acid anhydrides di-potassiums are added in 250ml there-necked flasks, 0.6mol is to benzene two
Amine, suitable quantity of water are heated to reflux to the reaction was complete.It is cooled to room temperature, the analysis of proper amount of acetic acid sylvite, filtering is added, ethyl alcohol washes away acetic acid
Potassium, dry product（Ⅱ）.
B, compound（Ⅲ）Synthesis
（Ⅲ）
Compound（Ⅱ）With Cyanuric Chloride according to molar ratio 1：1~1：1.2 are reacted in aqueous solution, first add Cyanuric Chloride
Enter into water 0~2 DEG C, is beaten 10~15min, the compound being then added dropwise to（Ⅱ）Aqueous solution, charging rate control are being reacted
For liquid to Congored test paper in blue, 0~3 DEG C is stirred to react 5~7h, saltouts by volume 20~25% plus salt after having reacted, then stir
Mix 1~2h, press filtration.To obtaining compound（Ⅲ）.
C, compound（Ⅳ）Synthesis
（Ⅳ）
Compound（Ⅲ）With p-phenylenediamine according to molar ratio 2：0.9~2：1 is reacted in aqueous solution, and NaOH aqueous solutions are added dropwise
Reaction solution pH=6.5 is kept, 40~45 DEG C are stirred to react 5~7h, saltout after react, press filtration, drying, crushing, to obtaining chemical combination
Object（Ⅳ）.
D, compound（Ⅰ）Synthesis
By compound（Ⅳ）With niacin according to molar ratio 1：2~1：2.1 react in water, and reaction solution is by being added K2CO3Solution
It keeps 6.5,90 °C of pH to be stirred to react 6 hours, saltouts after react, press filtration, drying, crushing, to obtaining compound（Ⅰ）.
The dyestuff is to stock-dye technique：Compound（Ⅰ）Dosage 0.05~10% (o.w.f, to fabric weight), bath raio 1：
20~1：100, room temperature enters dye, adds anhydrous sodium sulphate 10~20% (o.w.f, to fabric weight), 2 DEG C/min to be warming up to 98~100 DEG C, protects
40~60min of temperature, dye finish, wash, soap, wash.
The reactive dye that the present invention is produced, containing double niacin triazine reactive groups, which can be with cellulose fiber
Hydroxyl reaction in dimension forms covalent bond, and substitution reaction anchors on fiber, has good dyeability.
Specific implementation mode
Structure, the preparation method and application of reactive fluorescent dye of the present invention are illustrated above, reality will be passed through below
Example is applied to present invention work further instruction.
Embodiment 1：
Present embodiments provide formula（Ⅰ）The preparation method of compound：
Specific preparation method is as follows：
A, compound（Ⅱ）Synthesis
0.2mol4- amino -3,6- disulfo -1,8- naphthaldehyde acid anhydrides di-potassiums are added in 250ml there-necked flasks, 0.6mol is to benzene two
Amine, suitable quantity of water are heated to reflux to the reaction was complete.It is cooled to room temperature, the analysis of proper amount of acetic acid sylvite, filtering is added, ethyl alcohol washes away acetic acid
Potassium, dry product（Ⅱ）, yield 86%.
B, compound（Ⅲ）Synthesis
Compound（Ⅱ）With Cyanuric Chloride according to molar ratio 1：1.2 are reacted in aqueous solution, are first added to Cyanuric Chloride
0~2 DEG C in water, it is beaten 10~15min, is then added dropwise to 10~15% compound（Ⅱ）Aqueous solution, charging rate are controlled anti-
Answer liquid to Congored test paper in blue, 0~3 DEG C is stirred to react 6h, saltouts by volume 25% plus salt after having reacted, is stirred for 2h,
Press filtration.To obtaining compound（Ⅲ）.
C, compound（Ⅳ）Synthesis
Compound（Ⅲ）With p-phenylenediamine according to molar ratio 2：1 is reacted in aqueous solution, and NaOH aqueous solutions are added dropwise and keep anti-
Liquid pH=6.5 is answered, 40~45 DEG C are stirred to react 6h, saltout after having reacted, press filtration, dry, and crush, to obtaining compound（Ⅳ）.
D, compound（Ⅰ）Synthesis
By compound（Ⅳ）With niacin according to molar ratio 1：2 react in water, and reaction solution is by being added K2CO3Solution keeps pH
6.5,90 °C are stirred to react 6 hours, saltout after having reacted, press filtration, dry, and crush, to obtaining compound（Ⅰ）.
Embodiment 2：
Present embodiments provide formula（Ⅰ）Colouring method of the compound to cotton fabric：
Compound（Ⅰ）Dosage 2.0% (o.w.f, to fabric weight), bath raio 1：50, room temperature enter dye, add anhydrous sodium sulphate 10% (o.w.f, it is right
Fabric weight), 2 DEG C/min is warming up to 100 DEG C, keeps the temperature 60min, and dye finishes, washes, soaps, washes.
Claims (2)
1. a kind of niacin triazine reactive fluorescent dye has such as formula（Ⅰ）Shown in structure：
（Ⅰ）.
2. a kind of application of niacin triazine reactive fluorescent dye as described in claim 1, it is characterised in that contaminated as activity
Material dyes cotton or viscose fiber, yarn or fabric.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810276526.0A CN108485308A (en) | 2018-03-30 | 2018-03-30 | A kind of niacin triazine reactive fluorescent dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810276526.0A CN108485308A (en) | 2018-03-30 | 2018-03-30 | A kind of niacin triazine reactive fluorescent dye |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108485308A true CN108485308A (en) | 2018-09-04 |
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ID=63317113
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810276526.0A Pending CN108485308A (en) | 2018-03-30 | 2018-03-30 | A kind of niacin triazine reactive fluorescent dye |
Country Status (1)
| Country | Link |
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| CN (1) | CN108485308A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4051134A (en) * | 1974-11-23 | 1977-09-27 | Bayer Aktiengesellschaft | Reactive dyestuffs |
| US4473693A (en) * | 1978-08-04 | 1984-09-25 | Stewart Walter W | Aminonaphthalimide dyes for intracellular labelling |
-
2018
- 2018-03-30 CN CN201810276526.0A patent/CN108485308A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4051134A (en) * | 1974-11-23 | 1977-09-27 | Bayer Aktiengesellschaft | Reactive dyestuffs |
| US4473693A (en) * | 1978-08-04 | 1984-09-25 | Stewart Walter W | Aminonaphthalimide dyes for intracellular labelling |
Non-Patent Citations (2)
| Title |
|---|
| 房宽峻编著: "《数字喷墨印花技术》", 31 January 2008, 中国纺织出版社 * |
| 赵同丰等: "X-型1,8萘酰亚胺类活性荧光染料的研究", 《染料工业》 * |
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Application publication date: 20180904 |
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