CN108795100A - A kind of reactive fluorescent dye prepares and application - Google Patents
A kind of reactive fluorescent dye prepares and application Download PDFInfo
- Publication number
- CN108795100A CN108795100A CN201810276840.9A CN201810276840A CN108795100A CN 108795100 A CN108795100 A CN 108795100A CN 201810276840 A CN201810276840 A CN 201810276840A CN 108795100 A CN108795100 A CN 108795100A
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- CN
- China
- Prior art keywords
- compound
- fluorescent dye
- reactive fluorescent
- reactive
- dye
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- 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.)
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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
- C09B62/02—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
- C09B62/046—Specific dyes not provided for in group C09B62/06 - C09B62/10
-
- 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
- C09K2211/1018—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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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Coloring (AREA)
Abstract
The invention discloses a kind of 1,8- naphthalimides 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 dyes, more particularly to a kind of preparation and use of reactive fluorescent dye.
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 fluoride according to molar ratio 1：2~1：3 are reacted in aqueous solution, first by compound（Ⅱ）It arrives
In water, 0~3 DEG C of temperature is maintained.Then the mixed liquor of cyanuric fluoride and acetone is instilled, 40~60min of time for adding is stirred to react
1~3h saltouts by volume 20~25% plus salt after having reacted, is stirred for 1~2h, press filtration.To obtaining compound（Ⅲ）.
C, compound（Ⅰ）Synthesis
Compound（Ⅲ）With sodium m-aminobenzene sulfonate according to molar ratio 1：1.1~1：1.2 are reacted in aqueous solution, are added dropwise
NaOH aqueous solutions keep reaction solution pH=6.5, and 30~40 DEG C are stirred to react 5~7h, saltout after having reacted, press filtration, dry, and crush,
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 5~20% (o.w.f, to fabric weight), 2 DEG C/min is warming up to 40~60 DEG C, adds pure
Alkali 5~20% (o.w.f, to fabric weight), keeps the temperature 40~60min, and dye finishes, washes, soaps, washes.
The reactive dye that the present invention is produced contain a Cyanuric trifluoride reactive group, which can be with cellulose fibre
On hydroxyl reaction form covalent bond, 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.
Present embodiments provide formula（Ⅰ）The preparation method of compound：
Specific preparation method is as follows：
The compound synthesis method includes the following steps：
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）.
B, compound（Ⅲ）Synthesis
Compound（Ⅱ）With cyanuric fluoride according to molar ratio 1：3 are reacted in aqueous solution, first by compound（Ⅱ）Into water,
Maintain 0~3 DEG C of temperature.Then the mixed liquor of cyanuric fluoride and acetone is instilled, 40~60min of time for adding is stirred to react 2h, instead
It saltouts by volume 25% plus salt after having answered, is stirred for 1h, press filtration.To obtaining compound（Ⅲ）.
C, compound（Ⅰ）Synthesis
Compound（Ⅲ）With sodium m-aminobenzene sulfonate according to molar ratio 1：1.2 are reacted in aqueous solution, and it is water-soluble that NaOH is added dropwise
Liquid keeps reaction solution pH=6.5, and 30~40 DEG C are stirred to react 6h, saltout after react, press filtration, drying, crushing, to obtaining chemical combination
Object（Ⅰ）.
Embodiment 2：
Present embodiments provide formula（Ⅰ）Colouring method of the compound to cotton fabric：
Specific colouring method is as follows：
Compound（Ⅰ）Dosage 2.0% (o.w.f, to fabric weight), bath raio 1：50, room temperature enters dye, adds (the o.w.f, to knitting of anhydrous sodium sulphate 5%
Object weight), 2 DEG C/min is warming up to 60 DEG C, adds soda ash 10% (o.w.f, to fabric weight), keeps the temperature 60min, and dye finishes, washes, soaps, water
It washes.
Claims (2)
1. a kind of reactive fluorescent dye has such as formula（Ⅰ）Shown in structure：
（Ⅰ）.
2. a kind of application of reactive fluorescent dye as described in claim 1, it is characterised in that as reactive dye to cotton or
Viscose fiber, yarn or fabric are dyed.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810276840.9A CN108795100A (en) | 2018-03-30 | 2018-03-30 | A kind of reactive fluorescent dye prepares and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810276840.9A CN108795100A (en) | 2018-03-30 | 2018-03-30 | A kind of reactive fluorescent dye prepares and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108795100A true CN108795100A (en) | 2018-11-13 |
Family
ID=64094745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810276840.9A Pending CN108795100A (en) | 2018-03-30 | 2018-03-30 | A kind of reactive fluorescent dye prepares and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108795100A (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 CN201810276840.9A patent/CN108795100A/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 (1)
| Title |
|---|
| 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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| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20181113 |
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| WD01 | Invention patent application deemed withdrawn after publication |