CN108795099A - A kind of cotton fluorescent dye - Google Patents

A kind of cotton fluorescent dye Download PDF

Info

Publication number
CN108795099A
CN108795099A CN201810276699.2A CN201810276699A CN108795099A CN 108795099 A CN108795099 A CN 108795099A CN 201810276699 A CN201810276699 A CN 201810276699A CN 108795099 A CN108795099 A CN 108795099A
Authority
CN
China
Prior art keywords
compound
fluorescent dye
dye
react
cotton
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
Application number
CN201810276699.2A
Other languages
Chinese (zh)
Inventor
张艳
张伟
周彬
王慧玲
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Yancheng Institute of Industry Technology
Yancheng Vocational Institute of Industry Technology
Original Assignee
Yancheng Vocational Institute of Industry Technology
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Yancheng Vocational Institute of Industry Technology filed Critical Yancheng Vocational Institute of Industry Technology
Priority to CN201810276699.2A priority Critical patent/CN108795099A/en
Publication of CN108795099A publication Critical patent/CN108795099A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02Reactive 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
    • C09B62/04Reactive 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
    • C09B62/046Specific dyes not provided for in group C09B62/06 - C09B62/10
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/38General 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
    • D06P1/382General 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • D06P3/663Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1059Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms

Landscapes

  • 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

A kind of cotton fluorescent dye
Technical field
The present invention relates to a kind of fluorescent dyes, more particularly to a kind of preparation and use of cotton 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 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-aminobenzene sulfonic acid according to molar ratio 1:1~1:1.2 are reacted in aqueous solution, and NaOH water is added dropwise Solution keeps reaction solution pH=6.5, and 40~45 DEG C are stirred to react 5~7h, saltout after react, press filtration, dries, to obtaining chemical combination Object(Ⅳ).
D, compound(Ⅰ)Synthesis
By compound(Ⅳ)With niacin according to molar ratio 1:1~1:1.2 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 niacin triazine 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.
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(Ⅰ)Synthesis
Compound(Ⅲ)With p-aminobenzene sulfonic acid according to molar ratio 1:1.2 are 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 6h, saltout after react, press filtration, drying, crushing, to obtaining compound (Ⅳ).
D, compound(Ⅰ)Synthesis
By compound(Ⅳ)With niacin according to molar ratio 1:1~1:1.2 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).
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 cotton fluorescent dye has such as formula(Ⅰ)Shown in structure:
(Ⅰ).
2. a kind of application of cotton 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.
CN201810276699.2A 2018-03-30 2018-03-30 A kind of cotton fluorescent dye Pending CN108795099A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201810276699.2A CN108795099A (en) 2018-03-30 2018-03-30 A kind of cotton fluorescent dye

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201810276699.2A CN108795099A (en) 2018-03-30 2018-03-30 A kind of cotton fluorescent dye

Publications (1)

Publication Number Publication Date
CN108795099A true CN108795099A (en) 2018-11-13

Family

ID=64094681

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201810276699.2A Pending CN108795099A (en) 2018-03-30 2018-03-30 A kind of cotton fluorescent dye

Country Status (1)

Country Link
CN (1) CN108795099A (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3519614A (en) * 1965-08-09 1970-07-07 Acna Reactive azo dyes containing triazine groups quaternized by nicotinic acid
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
CN103725036A (en) * 2014-01-05 2014-04-16 盐城纺织职业技术学院 Orange red positive ion active dye
CN104031407A (en) * 2013-03-08 2014-09-10 台湾永光化学工业股份有限公司 reactive dyes

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3519614A (en) * 1965-08-09 1970-07-07 Acna Reactive azo dyes containing triazine groups quaternized by nicotinic acid
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
CN104031407A (en) * 2013-03-08 2014-09-10 台湾永光化学工业股份有限公司 reactive dyes
CN103725036A (en) * 2014-01-05 2014-04-16 盐城纺织职业技术学院 Orange red positive ion active dye

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
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》 *

Similar Documents

Publication Publication Date Title
CN101555360B (en) Active tricolor dye composition
CN104892832A (en) Preparation method of micro-crosslinked polymethacryloxyethyltrimethyl ammonium chloride modification fixing agent
CN105802278B (en) A kind of Black reactive dye composition and its production and use
CN101880473B (en) Active orange dye composition
CN108193517A (en) Terylen cotton knitting cloth directly/dispersion single bath process short route dyeing and finishing technology
CN102585548B (en) Red active dye composition
CN108795099A (en) A kind of cotton fluorescent dye
CN108485308A (en) A kind of niacin triazine reactive fluorescent dye
CN106752077B (en) A kind of blue active dye composition and its preparation method and application
CN108727864B (en) A kind of fluorine-containing reactive fluorescent dye
CN108485309A (en) A kind of reactive fluorescent dye
CN108727865A (en) A kind of cotton reactive fluorescent dye
CN108795100A (en) A kind of reactive fluorescent dye prepares and application
CN105176139B (en) Polyazo brown reactive dye compound and preparation method and application thereof
CN108558829A (en) A kind of fluorescent dye
CN108485310A (en) A kind of hair reactive fluorescent dye
CN109294272A (en) A kind of reactive dye
CN108192384B (en) A kind of red reactive dye mixture and its application
CN106892874A (en) The preparation method of monoazos
CN102504582A (en) Reactive dark blue bisazo dye and preparation method thereof
CN108517132A (en) A kind of 1,8- naphthalimides reactive fluorescent dye
CN109825110A (en) A kind of weaving active cationic dye and preparation method thereof and tint applications
CN104194395A (en) Reactive red dye composition, reactive red dye as well as preparation method and application of active red dye
CN104788991B (en) Dichlorotriazine reactive group hemicyanine fluorescent active dye and preparation method thereof
CN105131645B (en) A kind of cotton reactive fluorescent dye, preparation and application

Legal Events

Date Code Title Description
PB01 Publication
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

WD01 Invention patent application deemed withdrawn after publication