CN104262992A - Bright red disperse dye with high alkaline resistance and application of bright red disperse dye - Google Patents

Bright red disperse dye with high alkaline resistance and application of bright red disperse dye Download PDF

Info

Publication number
CN104262992A
CN104262992A CN201410446811.4A CN201410446811A CN104262992A CN 104262992 A CN104262992 A CN 104262992A CN 201410446811 A CN201410446811 A CN 201410446811A CN 104262992 A CN104262992 A CN 104262992A
Authority
CN
China
Prior art keywords
bright red
dyeing
disperse dye
dye
red disperse
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.)
Granted
Application number
CN201410446811.4A
Other languages
Chinese (zh)
Other versions
CN104262992B (en
Inventor
王喆
王淑香
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.)
PENGLAI JIAXIN DYES & CHEMICAL Co Ltd
Original Assignee
PENGLAI JIAXIN DYES & CHEMICAL Co Ltd
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 PENGLAI JIAXIN DYES & CHEMICAL Co Ltd filed Critical PENGLAI JIAXIN DYES & CHEMICAL Co Ltd
Priority to CN201410446811.4A priority Critical patent/CN104262992B/en
Priority to PCT/CN2014/088567 priority patent/WO2016033853A1/en
Publication of CN104262992A publication Critical patent/CN104262992A/en
Application granted granted Critical
Publication of CN104262992B publication Critical patent/CN104262992B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • D06P1/16General 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 dispersed, e.g. acetate, dyestuffs
    • D06P1/18Azo dyes
    • 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
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs

Abstract

The invention provides a bright red disperse dye with high alkaline resistance and application of the bright red disperse dye. A structural formula (I) of the bright red disperse dye with high alkaline resistance is described in the specification. The bright red disperse dye with high alkaline resistance is one in the structural formula, wherein R1 is hydrogen or methyl, R2 is C1-C4 alkyl or cyanoethyl and R3 is chlorine or methyl. According to the application of the bright red disperse dye with high alkaline resistance, the bright red disperse dye with high alkaline resistance is used for dyeing terylene and blended fabrics thereof. According to the bright red disperse dye with high alkaline resistance and application of the bright red disperse dye provided by the invention, the dye has excellent fastness and dyeing performance, is mainly used for dyeing terylene and blended fabrics thereof, and is suitable for high temperature, high pressure and hot-melting dyeing processes. The dye disclosed by the invention has unique performance of being high in alkaline resistance, is especially applicable to a medium-temperature hot-melting thermosetting one-step method and active dye-dyed cotton-polyester blended fabrics, is used for a synchronous one-bath process of fabric pre-finishing (alkali peeling, fiber splitting and bleaching and scouring) and dyeing, and is capable of simplifying a dyeing process. Meanwhile, the energy saving and emission reduction effects can be achieved.

Description

High alkaline-resisting deep red dispersed dye and application thereof
Technical field
The present invention relates to chemical field, in particular to a kind of high alkaline-resisting deep red dispersed dye and application thereof.
Background technology
Common disperse dyeing is carry out in the dye bath of 5-6 at pH, and in known dispersion bright red, alkalescence has preferably:
1.C.I. disperse red 60, its structural formula is:
2. China Patent No. 2004100212478, its structural formula is:
C.I. disperse red 60 in above-mentioned dyestuff, can dye in the dye bath of pH=4-9.Bright red dispersed dye shown in patent of invention, alkali resistance is greatly improved, and can dye in the dye bath of pH=4-11, meets the needs of partial alkaline bath dyeing.But due to weaving and the progress of printing technology, require that dyestuff has higher alkali resistance, to be applicable to higher dyeing requirement, realize PREMINARY FINISHE (Alkali reduction, fibrillation, drift practice) with dyeing with bathing single stage method, thus reach the object of volume increase, energy-conservation and reduction of discharging.Therefore the high alkaline-resisting dispersed dye of development are explored particularly necessary.
Summary of the invention
The object of the present invention is to provide a kind of high alkaline-resisting deep red dispersed dye and application thereof, to solve the above problems.
The application provides a kind of high alkaline-resisting deep red dispersed dye, and its general structure is as follows:
Described deep red dispersed dye are the one in described general structure; Wherein: R 1hydrogen or methyl, R 2c 1-C 4alkyl or cyanoethyl, R 3chlorine or methyl.
Preferably, described deep red dispersed dye are the mixture of the two or more compounds in described general structure.
The application also provides a kind of application of described deep red dispersed dye, is applied to the dyeing of terylene and BLENDED FABRIC thereof.
Preferably, described deep red dispersed dye be applied to high alkalinity bath, fabric prefinishing and dyeing single stage method contaminate the dyeing of terylene and BLENDED FABRIC thereof.
Preferably, described deep red dispersed dye, in being applied to, warm molten thermosetting single stage method contaminate polyester cotton.
A kind of high alkaline-resisting deep red dispersed dye using the application to provide and application thereof, following beneficial effect can be brought: first, the dispersed dye that the application provides have high alkaline resistance properties, there is excellent colour fastness and dyeing behavior simultaneously, for user provides a kind of excellent dyestuff, there is more selection, improve the use restriction of this type of dyestuff; The second, these dispersed dye not only possess the feature of usual dispersed dye, can dye in weak acid bath, and can dye to strong basicity bath in neutrality, and have significant superiority, the dyeing technique of developing can reach the object of energy-saving and emission-reduction; 3rd, the application is that this dyestuff provides certain application, is applied to the dyeing of terylene and BLENDED FABRIC thereof, in particular for the dyeing of high alkalinity bath, and fabric prefinishing (fibrillation, Alkali reduction or drift are practiced) and the synchronous single bath process technique of dyeing.
Embodiment
Below by specific embodiment, the present invention is described in further detail.Be understandable that, specific embodiment described herein is only for explaining the application, but not the restriction to the application.
The application provides a kind of high alkaline-resisting deep red dispersed dye, and its general structure is as follows:
Described deep red dispersed dye are the one in described general structure; Wherein: R 1hydrogen or methyl, R 2c 1-C 4alkyl or cyanoethyl, R 3chlorine or methyl.
Preferably, described deep red dispersed dye are the mixture of the two or more compounds in described general structure.
The application also provides a kind of application of described deep red dispersed dye, is applied to the dyeing of terylene and BLENDED FABRIC thereof.
Preferably, described deep red dispersed dye be applied to high alkalinity bath, fabric prefinishing and dyeing single stage method contaminate the dyeing of terylene and BLENDED FABRIC thereof.
Preferably, described deep red dispersed dye, in being applied to, warm molten thermosetting single stage method contaminate polyester cotton.
Embodiment 1
Dyes structural formulae is:
A. diazotization
In 250 milliliters of there-necked flasks that stirring is housed, add 80 ml waters, stir the sulfuric acid of lower instillation 140 gram 93%.Cryosel water-bath is cooled to 40% nitrosyl sulfuric acid that-2--5 DEG C drip 26.6 grams, and then slowly add 6 at this temperature, 7 (5)-two chloro-2-aminobenzothiazoles, insulation reaction 3 hours, treats coupling.
B. coupling
200 ml waters are added in 1000 ml beakers that stirring is housed, the sulfuric acid of 6 gram 93% and 21 grams of N-ethyl-N-(xylyl) meta-aminotoluenes, 1 gram of thionamic acid is added again after stirring and dissolving, add trash ice again and be down to less than 0 DEG C, then the diazonium compound of above-mentioned preparation is added, react and stir filtration in 2 hours again after diazo component disappears, be washed to neutrality and blot.Average former dyestuff 39.4 grams.The maximum absorption wavelength of dyestuff is λ max=530nm.
Embodiment 2
Dyes structural formulae is:
A. diazotization is with embodiment 1.
B. coupling:
In 1000 ml beakers that stirring is housed, add 200 ml waters, the sulfuric acid of 6 gram 93% and 19.8 grams of N-ethyl-N-, to xylyl aniline, add 1 gram of thionamic acid again, add trash ice and be down to less than 0 DEG C, then add above-mentioned diazonium compound after stirring and dissolving.React to diazo component disappearance, then stir 2 hours, filtered water is washed till neutrality, blots.Average former dyestuff 38.5 grams of λ max=525nm.
Embodiment 3
Dyes structural formulae is:
A. diazotization is with embodiment 1.
B. coupling:
200 ml waters are added in 1000 ml beakers that stirring is housed, the peregal of 10 gram 10%, acetic acid (60 milliliters) solution containing 22.2 grams of N-methyl-N-(p-chlorobenzyl) meta-aminotoluenes is slowly added under stirring, 1 gram of thionamic acid is added and appropriate trash ice is cooled to less than 0 DEG C after stirring 0.5 hour, then add the reaction of above-mentioned diazonium compound to disappear to diazo component, stir 2 hours again, filtered water is washed till neutrality and blots.Average former dyestuff 38 grams.λ?max=523nm。
Embodiment 4
Dyes structural formulae:
A. diazotization is with embodiment 1.
B. coupling:
200 ml waters are added in 1000 ml beakers that stirring is housed, the sulfuric acid of 10 gram 93% and 21 grams of N-butyl-Phenhenzamines, after stirring and dissolving, add 1 gram of thionamic acid and appropriate trash ice is cooled to less than 0 DEG C, then add the reaction of above-mentioned diazonium compound to disappear to diazo component, stir 2 hours again, filtered water is washed till neutrality and blots.Average former dyestuff 37.8 grams.λ?max=520nm。
Embodiment 5-10
Diazotisation methods is with embodiment 1, and coupling process is substantially respectively with embodiment 1-4, and Dyes structural formulae sees the following form 1:
The different groups that table 1 embodiment 5-10 is corresponding
Embodiment R 1 R 2 R 3 λ?max
5 H CH 3 P-CH 3 521
6 CH 3 C 4H 9 M-CH 3 533
7 CH 3 C 2H 5 P-CH 3 535
8 CH 3 C 4H 9 P-CL 530
9 CH 3 C 4H 9 P-CH 3 539
10 CH 3 C 4H 9 H 534
Note: in table, P represents contraposition, position between M represents.
Embodiment 11
Dyes structural formulae is:
A. diazotization is with embodiment 1.
B. coupling:
200 ml waters are added in 1000 ml beakers that stirring is housed, the sulfuric acid of 6 gram 93%, and 10.5 grams of N-ethyl-N-to xylyl meta-aminotoluene and 9.9 grams of N-ethyl-N-to after xylyl aniline stirring and dissolving, add appropriate trash ice after adding 1g thionamic acid again and be cooled to less than 0 DEG C, then add the reaction of above-mentioned diazonium compound to disappear to diazo component, stir 2 hours again, filtered water is washed till neutrality, blots filter cake contains former dyestuff 37.4 grams.
Embodiment 12
Get 10 grams of embodiment 1 dyestuffs (or different embodiment mixing dye) and add 55 milliliters, water, 6 grams of sodium lignosulfonates and 14 grams of dispersing agent MFs, sand milling, to the rapid drying of diffusibleness 4-5 level, makes dispersion bright red 200% commercial dye.
Embodiment 13
Example 7 dyestuff 1.6 grams, the former dyestuff of EX-SF DISPERSE BLUE EX-SF 300 HA-B 5.4 grams, the former dyestuff of DISPERSE YELLOW HA-2RW 3.0 grams; Add 55 milliliters, water, 3 grams of sodium lignosulfonates and 7 grams of Dispersant MFs, sand milling, to the rapid drying of diffusibleness 4-5 level, makes the black 300%HA-B commercial dye (producing) of dispersion.
Note: EX-SF DISPERSE BLUE EX-SF 300 HA-B and DISPERSE YELLOW HA-2RW is the high alkali resistance disperse dye product that applicant produces.
Embodiment 14
Hot melt thermosetting one step dye polyester/cotton blended fabric
Shown in the table 2 composed as follows of pad dyeing dye liquor:
The composition of table 2 pad dyeing dye liquor
Project Dosage
Dispersion bright red (embodiment) 2.6 gram
Reactive brilliant red K-2BD 1.4 gram
Urea 10 grams
Sodium bicarbonate 1.6 gram
Synthesis adhesive paste (6%) 2.0 gram
Penetrating agent JFC (10%) 3.0 gram
Add water to 200 milliliters
By 65/35 polyester-cotton blend plain in above-mentioned pad dyeing dye liquor, normal temperature two soaks two and rolls, and 100-105 DEG C of oven dry, then 190 DEG C of hot melt thermosettings 60 seconds, then soap, wash and dry to obtain deep red fabric, its sublimation fastness is better than disperse red 60 (dyestuff 1).
Embodiment 15
The synchronous single bath process technique (Alkali reduction one-pass bath method for dyeing) of fabric prefinishing and dyeing
Common dispersed dye are not alkaline-resisting, and basedeweighting finishing and dyeing are that two one bath two-steps carry out.Dyestuff of the present invention has high alkalinity, and alkali decrement treatment and dyeing are with the realization of bathing single stage method.Such as: the pure dyeing washing not suede:
In dye vat, add 200 ml waters, after 1.2 grams of caustic soda and 0.4 gram of levelling agent and 0.1 gram of commercial dye, what add 5 grams of pre-settings does not fall pile fabric.Rise to 130 DEG C of insulations 45 minutes with the speed of 1 degree/point after being warming up to 80 DEG C, cooling, cleaning, obtain the fabric of deep red, and reach the effect of the not pendency of falling suede and fabric sofetening.
Embodiment 16
The basic dyeing of dyestuff
DYED FABRICS is pure resistance polyester fiber knitting fabric, dye level is 2%; get comparative example and embodiment dyestuff, 130 DEG C of well-established law dyeing in alkalescence (representing with pH value and the caustic soda grams per liter concentration respectively) bath of different concns respectively, the washing of dye sample, oven dry, computer colorimetric.Result introduces following table 3.
Under the different basicity of table 3, fabric obtains the change of color depth and coloured light
Note: under high alkalinity, fabric weight reduces, then dyeing concentration increases to some extent deeply.Dye shade of the present invention is stablized, and staining power is also substantially constant.
The deep red dispersed dye that the height using the application to provide is alkaline-resisting and application thereof, be applicable to the Dyeing in Alkali Bath that advantage is many, the prefinishing (Alkali reduction, fibrillation, drift practice) of fabric and the synchronous single bath process technique of dyeing can be realized, reach the object of volume increase, energy-conservation and reduction of discharging.This dyestuff is also suitable for warm molten thermosetting single stage method in the dispersed dye of polyester-cotton blend mixed fabric and reactive dyestuffs and dyes simultaneously, reaches the effect of Increasing Production and Energy Saving.
The foregoing is only the preferred embodiments of the present invention, be not limited to the present invention, for a person skilled in the art, the present invention can have various modifications and variations.Within the spirit and principles in the present invention all, any amendment done, equivalent replacement, improvement etc., all should be included within protection scope of the present invention.

Claims (5)

1. high alkaline-resisting deep red dispersed dye, its general structure is as follows:
It is characterized in that, described dispersed dye are the one in described general structure; Wherein: R 1hydrogen or methyl, R 2c 1-C 4alkyl or cyanoethyl, R 3chlorine or methyl.
2. deep red dispersed dye according to claim 1, wherein, described dispersed dye are the mixture of the two or more compounds in described general structure.
3. an application for deep red dispersed dye according to claim 1 and 2, is applied to the dyeing of terylene and BLENDED FABRIC thereof.
4. application according to claim 3, be applied to high alkalinity bath, fabric prefinishing and dyeing single stage method contaminate the dyeing of terylene and BLENDED FABRIC thereof.
5. application according to claim 3, in being applied to, warm molten thermosetting single stage method contaminates polyester cotton.
CN201410446811.4A 2014-09-03 2014-09-03 High alkaline-resisting deep red dispersed dye and application thereof Active CN104262992B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201410446811.4A CN104262992B (en) 2014-09-03 2014-09-03 High alkaline-resisting deep red dispersed dye and application thereof
PCT/CN2014/088567 WO2016033853A1 (en) 2014-09-03 2014-10-14 Bright red disperse dye with high alkaline resistance, and use, preparation method and staining method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201410446811.4A CN104262992B (en) 2014-09-03 2014-09-03 High alkaline-resisting deep red dispersed dye and application thereof

Publications (2)

Publication Number Publication Date
CN104262992A true CN104262992A (en) 2015-01-07
CN104262992B CN104262992B (en) 2015-09-30

Family

ID=52154583

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201410446811.4A Active CN104262992B (en) 2014-09-03 2014-09-03 High alkaline-resisting deep red dispersed dye and application thereof

Country Status (2)

Country Link
CN (1) CN104262992B (en)
WO (1) WO2016033853A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111978756A (en) * 2020-08-27 2020-11-24 青岛大学 Method for enhancing alkali resistance and oxidation resistance of benzothiazole disperse dye

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114989632A (en) * 2022-07-05 2022-09-02 绍兴金绿洲新材料科技有限公司 Disperse brilliant red dye composition with high fastness and high dyeing strength
CN115182180B (en) * 2022-08-10 2023-03-31 浙江迎丰科技股份有限公司 Short-process continuous dyeing method for polyester-cotton blended fabric
CN117210028B (en) * 2023-11-09 2024-01-30 上海安诺其集团股份有限公司 Brilliant blue disperse dye and preparation method and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59227950A (en) * 1983-06-09 1984-12-21 Nippon Kayaku Co Ltd Monoazo compound and method for dyeing or printing hydrophobic fiber by using the same
CN101265369A (en) * 2008-05-14 2008-09-17 蓬莱华茂精细化工有限公司 Azo dye composition and application thereof
CN102206430A (en) * 2011-04-06 2011-10-05 浙江闰土股份有限公司 Environment-friendly type yellow disperse dyestuff composition
CN102746713A (en) * 2012-07-10 2012-10-24 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6141382A (en) * 1984-07-27 1986-02-27 三菱化学株式会社 Alkali resist style composition for polyester fiber
EP0365392B1 (en) * 1988-10-13 1993-06-02 Sumitomo Chemical Company Limited Magenta dye-donor element used in thermal transfer and thermal transfer sheet using it
CN101649129B (en) * 2009-07-30 2013-02-13 浙江龙盛染料化工有限公司 Disperse dye composition suitable for basic dyeing

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59227950A (en) * 1983-06-09 1984-12-21 Nippon Kayaku Co Ltd Monoazo compound and method for dyeing or printing hydrophobic fiber by using the same
CN101265369A (en) * 2008-05-14 2008-09-17 蓬莱华茂精细化工有限公司 Azo dye composition and application thereof
CN102206430A (en) * 2011-04-06 2011-10-05 浙江闰土股份有限公司 Environment-friendly type yellow disperse dyestuff composition
CN102746713A (en) * 2012-07-10 2012-10-24 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111978756A (en) * 2020-08-27 2020-11-24 青岛大学 Method for enhancing alkali resistance and oxidation resistance of benzothiazole disperse dye
CN113913027A (en) * 2020-08-27 2022-01-11 青岛大学 Dichloro-substituted benzothiazole high-alkali-resistance high-oxygen-resistance bleaching-resistant disperse dye
CN113913027B (en) * 2020-08-27 2023-12-05 青岛大学 Dichloro substituted benzothiazole high alkali resistance Gao Naiyang bleach disperse dye

Also Published As

Publication number Publication date
WO2016033853A1 (en) 2016-03-10
CN104262992B (en) 2015-09-30

Similar Documents

Publication Publication Date Title
CN102031017B (en) Disperse dye composition and application thereof
CN101265369B (en) Azo dye composition and application thereof
CN102746713B (en) Blue-to-black disperse dye composition
CN104262992B (en) High alkaline-resisting deep red dispersed dye and application thereof
CN102250486B (en) Medium-temperature cobalt blue disperse dye
CN102250485A (en) Yellow disperse dye capable of dyeing in acid and alkaline baths
CN104530751B (en) A kind of dispersed ruby dye composition
CN104087018A (en) Preparation method for navy blue or black disperse dye
CN106118118A (en) Blue disperse dye and combinations thereof thing, preparation method and application
CN113583468A (en) Dispersed brown and preparation method thereof
CN102888129B (en) Disperse dye composition and applications thereof
CN102516797A (en) Monoazo dye compound and orange to red dye composition
CN112574594B (en) Disperse yellow-orange dye composition and product thereof
CN108795086B (en) Dye compound, dye composition and application thereof
CN108929558B (en) Disperse bright red dye compound and preparation method and application thereof
CN106700647B (en) Orange-red disperse dye composition and dye product
JPS6354025B2 (en)
CN106084874B (en) A kind of disperse dyes and preparation method and application
CN101163754B (en) Hot-light resistant blue dispersion dyes
TWI809946B (en) Dye composition and method of preparing the same
WO2014094261A1 (en) Blue-to-black disperse dye compound substance and use thereof
CN106967303A (en) A kind of blue azo dyes of gorgeous color and its preparation method and application
EP3719198B1 (en) 1-amino-4-hydroxy-9,10-anthraquinone derivative liquid disperse dye, preparation method therefor, and use thereof
CN104231666B (en) The Yellow active dye dyeed under often-middle temperature and composite mixture thereof
CN104327548A (en) Disperse yellow and disperse orange dye composition

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
PE01 Entry into force of the registration of the contract for pledge of patent right

Denomination of invention: Bright red disperse dye with high alkaline resistance and application of bright red disperse dye

Effective date of registration: 20161229

Granted publication date: 20150930

Pledgee: Bank of Yantai Limited by Share Ltd Penglai branch

Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD.

Registration number: 2016370000116

PLDC Enforcement, change and cancellation of contracts on pledge of patent right or utility model
PC01 Cancellation of the registration of the contract for pledge of patent right

Date of cancellation: 20190122

Granted publication date: 20150930

Pledgee: Bank of Yantai Limited by Share Ltd Penglai branch

Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD.

Registration number: 2016370000116

PC01 Cancellation of the registration of the contract for pledge of patent right
PE01 Entry into force of the registration of the contract for pledge of patent right

Denomination of invention: Bright red disperse dye with high alkaline resistance and application of bright red disperse dye

Effective date of registration: 20190125

Granted publication date: 20150930

Pledgee: Bank of Yantai Limited by Share Ltd Penglai branch

Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD.

Registration number: 2019370000021

PE01 Entry into force of the registration of the contract for pledge of patent right
PC01 Cancellation of the registration of the contract for pledge of patent right

Date of cancellation: 20220118

Granted publication date: 20150930

Pledgee: Bank of Yantai Limited by Share Ltd. Penglai branch

Pledgor: PENGLAI JIAXIN DYES & CHEMICAL Co.,Ltd.

Registration number: 2019370000021

PC01 Cancellation of the registration of the contract for pledge of patent right
PE01 Entry into force of the registration of the contract for pledge of patent right

Denomination of invention: Brilliant red disperse dye with high alkali resistance and its application

Effective date of registration: 20220126

Granted publication date: 20150930

Pledgee: Bank of Yantai Limited by Share Ltd. Penglai branch

Pledgor: PENGLAI JIAXIN DYES & CHEMICAL Co.,Ltd.

Registration number: Y2022980001175

PE01 Entry into force of the registration of the contract for pledge of patent right