CN100552130C - Be used to gather the disperse dyes of (lactic acid) basic fiber - Google Patents

Be used to gather the disperse dyes of (lactic acid) basic fiber Download PDF

Info

Publication number
CN100552130C
CN100552130C CNB2005800129473A CN200580012947A CN100552130C CN 100552130 C CN100552130 C CN 100552130C CN B2005800129473 A CNB2005800129473 A CN B2005800129473A CN 200580012947 A CN200580012947 A CN 200580012947A CN 100552130 C CN100552130 C CN 100552130C
Authority
CN
China
Prior art keywords
lactic acid
fiber
poly
structural formula
ethoxy
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.)
Expired - Fee Related
Application number
CNB2005800129473A
Other languages
Chinese (zh)
Other versions
CN101040080A (en
Inventor
细田大辅
藤崎孝一
桧原利夫
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.)
Dystar Textilfarben GmbH and Co Deutschland KG
Original Assignee
Dystar Textilfarben GmbH and Co Deutschland KG
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 Dystar Textilfarben GmbH and Co Deutschland KG filed Critical Dystar Textilfarben GmbH and Co Deutschland KG
Publication of CN101040080A publication Critical patent/CN101040080A/en
Application granted granted Critical
Publication of CN100552130C publication Critical patent/CN100552130C/en
Expired - Fee Related 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
    • 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
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8276Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester groups

Abstract

The present invention relates to contain the purposes of disperse dyes in poly-(lactic acid) fiber of dyeing or poly-(lactic acid) basic fiber of yellow and/or red and/or blue composition.

Description

Be used to gather the disperse dyes of (lactic acid) basic fiber
Technical field
The present invention relates to the purposes of disperse dyes at poly-(lactic acid) fiber of dyeing or poly-(lactic acid) basic fiber, described polylactic acid based fiber comprises the fibre blend of poly-(lactic acid) fiber and other fiber, for example aromatic polyester fiber.
Background technology
Poly-(lactic acid) fiber is the non-petroleum base fiber, wherein with plant-derived hydrocarbon as raw material, and it can be degraded to water and carbon dioxide in natural environment, thus recirculation in the ecosystem.Therefore, it is an excellent material in natural environment, can be used as oil when exhausting alternative materials and promote resource reutilization.In addition, when comparing with other Biodegradable material (as aliphatic polyester), poly-(lactic acid) basic fiber has high fusion point and glass transition temperature, and its intensity is identical with general purpose aromatic polyester, thereby, can expect that it is widely used as the practicality fiber in the future.Considered this fiber applications at the industrial resources material, on indoor and household resource material and the fiber, can be film, sheet, span form in conjunction with (span-bonded) material, resin and fiber as the clothing purposes.And manufacturer is just carrying out fast-developing with the scope of expanding this application (for example, can with reference to Japanese unexamined patent case H8-311781 and 2003-49374).
When the new material of dyeing is widely used in that automotive interior is decorateed or during internal application, need to make this material dye dyestuff, but also do not occur to reach the dyestuff of satisfactory result at present with good color fastness to light.
Summary of the invention
The present invention is based on the understanding of above-mentioned actual state and be desirable to provide and be used in particular for gathering the disperse dyes that can have good color fastness to light on (lactic acid) basic fiber, the color fastness to light of this dyestuff in tricolor dye has good balance, forms green, orange, brown and grey after tricolor dye fades individually in various degree.
By having that the combination that is used for gathering the dyestuff that can have reasonable color fastness to light and colouring property (build-up) dyestuff on (lactic acid) basic fiber and these dyestuffs is selected and relatively many, disperse dyes of the present invention meet above-mentioned needs, and have good color fastness to light and dyeing property especially.
The present invention discloses a kind of yellow composition and/or red composition and/or the blue composition purposes in poly-(lactic acid) fiber of dyeing or poly-(lactic acid) basic fiber, described yellow composition comprises at least a dyestuff that is selected from structural formula (1), (2), (3), (4) and (5)
R wherein 1Be (C 1-C 3) alkyl and R 2Be (C 4-C 7) alkyl;
Figure C20058001294700092
Wherein n is 0 or 1;
Figure C20058001294700101
R wherein 3Be (C 1-C 3) alkyl or 2-ethoxy;
Figure C20058001294700102
Described red composition comprises at least a dyestuff that is selected from structural formula (6) and (7),
Figure C20058001294700103
R 4With R 5One of them is a hydrogen, and another is hydroxyl ethoxy ethyl, hydroxyl butoxy propyl group, acetoxyethoxy ethyl or acetoxyl group butoxy propyl group;
Figure C20058001294700111
R wherein 6Be hydrogen or methyl;
Described blue composition comprises at least a dyestuff that is selected from structural formula (8), (9) and (10),
Figure C20058001294700112
R 7With R 8One of them is a nitro, and another is a hydroxyl, and R 9Be hydrogen, chlorine or 2-ethoxy;
Figure C20058001294700113
R wherein 10Be methoxy-propyl, ethoxycarbonyl propyl or methoxy ethoxy propyl group;
The invention provides the mixture of disperse dyes and disperse dyes, it dyes on poly-(lactic acid) fiber and has good color fastness to light.
In above-mentioned (1) to the definition of (10) structural formula dyestuff, (C 1-C 3) alkyl can be the straight or branched form, is preferably methyl, ethyl, n-pro-pyl and isopropyl.
(C 4-C 7) alkyl also can be the straight or branched form, is preferably normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, amyl group, hexyl or heptyl.
The dyestuff of structural formula (8), R 9Preferably hydrogen atom or 2-ethoxy.
Among the present invention, preferred structure formula (1) only has a kind of poly-(lactic acid) fiber of dyeing or poly-(lactic acid) basic fiber of being used to the dyestuff of (10).
But, be preferably especially to use and a kind ofly contain 2 kinds or 3 kinds and respectively be the mixture of yellow, red and blue dyes.
In addition, especially preferably also can use a kind of mixture that contains yellow composition (it comprises at least a dyestuff that is selected from structural formula (1), (3) and (4)), red composition (it comprises at least a dyestuff that is selected from structural formula (6)) and blue composition (it comprises at least a dyestuff that is selected from structural formula (8)).
Especially preferably also can be one or more selects the dyestuff and the ultra-violet absorber of self-structure formula (1) to (10) to use jointly.This ultra-violet absorber is known to those skilled in the art, and is also on the books in the document, and is commercially available.This ultra-violet absorber be triazine radical-, the ultra-violet absorber of benzotriazole system or benzophenone based.Switzerland Ciba SpecialtyChemistry company for example, the product of trade name Cibafast.
The dyestuff of structural formula (1) to (10) is insoluble or is slightly soluble in water, thereby in order to use poly-(lactic acid) the basic fiber of dye mixture dyeing of the present invention, prepare such dye liquor or printing paste, wherein dyestuff is scattered in the water-bearing media with particulate form, this medium as dispersant, is finished dyeing with dip method, pad dyeing method or the method for printing and dyeing with naphthalene sulfonic acids/formaldehyde condensation products, higher alcohol fatty acid ester, senior alkyl benzene sulfonate etc. again.The best is a dip method.If for contaminating, dyeing treatment commonly used all can use as methods such as high-temp dyeing method, carrier dyeing process, thermosol decoration methods, can obtain good dyeing on poly-(lactic acid) fiber or fibre blend.Compare with polyester fiber, poly-(lactic acid) fiber can be comparatively fragile under heat and alkali condition, thereby optimum condition be dye liquor pH value by 4.0 to 5.0 scopes and triazine radical-, benzotriazole base or benzophenone based ultra-violet absorber use jointly, at high temperature by 110 ℃ to 120 ℃ dyeing 15 to 30 minutes down.
Poly-(lactic acid) basic fiber among the present invention can be understood that to comprise the mixture of poly-(lactic acid) fiber and other fiber.Other fiber is preferably aromatic polyester fiber, for example polyethylene terephthalate, polytrimethylene terephthalate or poly fiber.Most preferably be terephthalic acid (TPA) propylene diester fiber and the mixture that gathers (lactic acid) fiber.
Embodiment
The present invention does following actual explanation with embodiment and comparative example, but scope of the present invention is not limited thereto.
Example 1 to 19
Have following structural (1-1), (1-2), (1-3), (2-1), (2-2), (3), (4-1), (4-2), (5), (6), (7-1), (8-1), (8-2), (8-3), (8-4), (9-1), (9-2), (9-3) and mix with the naphthalene sulfonic acids/formaldehyde condensation products of its 2 times of weight separately, obtain disperse dyes by fine grinding of usual way and drying with the dyestuff of (10).The fiber (being made by Japanese Toray company) that contains 5 grams poly-(lactic acid) is immersed in the dye bath, the dye bath preparation method be according to JIS L 0808 fixed standard dyes concentration, if it is monochromatic, then measure the amount of the required disperse dyes of the about 1/2N coloring material of preparation, if secondary colour, then be the coloring material of the about 1/3N of total concentration, with regard to poly-(lactic acid) fiber of 5 grams, the triazine radical " Cibafast P " that adds the manufacturing of CibaSpecialty Chemistry company is as ultra-violet absorber, dyestuff promoter with 2% (o.w.f), and acetic acid/sodium acetate pH cushioning liquid (pH value 4.5) is to dye liquor, add to 100 milliliters with salt-free water again, reach 30 minutes and finish dyeing by dye bath being maintained 110 ℃ of temperature.The material of dyeing reduce washing in 150 milliliters water, contain 2 grams per liter sodium hydrogensulfites in the water, the Hostapal LFB Conc. of 2 grams per liter sodium carbonate and the manufacturing of 1 grams per liter Clariant company reaches temperature maintenance at 10 minutes at 65 ℃.
Figure C20058001294700141
Figure C20058001294700151
Figure C20058001294700161
R wherein 4With R 5Civilian as defined above described
Figure C20058001294700162
Figure C20058001294700171
Figure C20058001294700181
According to the color fastness to light of every kind of coloring material of test specifying measurement of Toyota Automobile company color fastness to light, result such as table 1.
In addition, the test of fastness to light uses the high energy xenon fadometer of Suga Testing Machine company to finish under following condition as testing equipment: black dish temperature is 73 ± 3 ℃, with the means of illumination of 38 cycles (182 hours) (promptly the details in a play not acted out on stage, but told through dialogues time of 3.8 hours phases lighting hours/1 hour) weekly irradiation.Test cloth with urea alkane lining is tested.Come evaluation grade with the JIS L 0804 gray scale standard of fading.
Table 1
Example Structural formula The tone of dyed cloth Color fastness to light (grade)
1 (1-1) Yellow 3-4+
2 (1-2) Yellow 3-4
3 (1-3) Yellow 3-4
4 (2-1) Yellow 4+
5 (2-2) Yellow 4-5
6 (3) Yellow 4+
7 (4-1) Yellow 4
8 (4-2) Yellow 3-4
9 (3) with (4-2) mixture to mix at 1: 1 Yellow 3-4+
10 (5) Yellow 3+
11 (6) Red 4-
12 (7) Red 3+
13 (8-1) Blue 3-4+
14 (8-1) with (8-2) mixture to mix at 8: 2 Blue 3-4
15 (8-3) Blue 3-4
16 (8-4) Blue 3-4
17 (9-1) with (9-2) mixture to mix at 1: 1 Blue 3-4
18 (9-3) Blue 3-4
19 (10) Blue 3-4
Comparative example 1-6
To gather (lactic acid) basic fiber with method dyeing as embodiment 1 to 19, use by the yellow composition (A-1) of following structural with (A-2), red composition (B-1) with (B-2) and blue composition (C-1) dye with the disperse dyes (C-2) made, these disperse dyes have good color fastness to light on polyester fiber.
Figure C20058001294700201
(B-1) be the mixtures of following two kinds of dyestuffs with mixing in 1: 1
Figure C20058001294700202
Figure C20058001294700211
The result such as the table 2 of the color fastness to light test of these dyestuffs.
Table 2
Example Structural formula The tone of dyed cloth Color fastness to light (grade)
1 (1-1) Yellow 2
2 (A-2) Yellow 2-
3 (B-1) Red 1-2
4 (B-2) Red 2+ (color of blue improvement)
5 (C-1) Blue 1-2
6 (C-2) Blue 1-2
Clear coloring material that is obtained by embodiment 1 to 19 and the coloring material that is obtained by comparative example 1 to 6 of showing made comparisons in the table 1 and 2, and the former has extraordinary color fastness to light.
Example 20 to 31
Following example dyes: use the mixture of the disperse dyes in the table 3, this mixture is made with the dyestuff of [10] by structural formula in the preamble [1-1], [2-2], [3], [4-1], [4-2], [5], [6], [8-1], [8-3], [9-1], [9-2].The benzotriazole base Sunlife LP250 product made from Hibana Chemical company is as ultra-violet absorber.The numerical value of combined amount is to be unit with weight % (wt%) in following tabulation.
Figure C20058001294700221
Comparative example 7 to 13
To gather (lactic acid) basic fiber with the method dyeing identical with embodiment 20 to 31, but be to use the dyestuff of embodiment 20 to 31 and the dyestuff in the table 4 (A-1), (1-2), (B-1), (B-2), (C-1) with (C-2).
Table 4
Figure C20058001294700231
Embodiment 32
Method dyeing with example 20, but the fiber among the embodiment 20 replaces to poly-(lactic acid) fiber/polytrimethylene terephthalate fiber (50/50 weight %) mixture, dyeing condition changes over 120 ℃ of temperature, 40 minutes, ultra-violet absorber was changed into the benzophenone based Sunlife LPS855 product of Hibana Chemical company.It is good class 4 that the result makes the color fastness to light of the coloring material that obtains.

Claims (5)

1. mixture is in the purposes of poly-(lactic acid) fiber of dyeing or poly-(lactic acid) basic fiber, and described mixture comprises
(a) 2 kinds or 3 kinds welds that are selected from structural formula (1), (2), (3), (4) and (5),
Figure C2005800129470002C1
R wherein 1Be (C 1-C 3) alkyl, R 2Be (C 4-C 7) alkyl;
Figure C2005800129470002C2
Wherein n is 0 or 1;
Figure C2005800129470002C3
Figure C2005800129470003C1
R wherein 3Be (C 1-C 3) alkyl or 2-ethoxy;
(b) 2 kinds or 3 kinds orchils that are selected from structural formula (6) and (7),
Figure C2005800129470003C3
R wherein 4With R 5One of them is a hydrogen, and another is hydroxyl ethoxy ethyl, hydroxyl butoxy propyl group, acetoxyethoxy ethyl or acetoxyl group butoxy propyl group;
R wherein 6Be hydrogen or methyl; With
(c) 2 kinds or 3 kinds blue dyess that are selected from structural formula (8), (9) and (10),
Figure C2005800129470004C2
R wherein 7With R 8One of them is a nitro, and another is a hydroxyl, and R 9Be hydrogen, chlorine or 2-ethoxy;
R wherein 10Be methoxy-propyl, ethoxycarbonyl propyl or methoxy ethoxy propyl group;
Figure C2005800129470005C1
2. mixture is in the purposes of poly-(lactic acid) fiber of dyeing or poly-(lactic acid) basic fiber, and described mixture comprises
(a) comprise the yellow composition of at least a structural formula (1), (3) and (4) dyestuff,
Figure C2005800129470005C2
R wherein 1Be (C 1-C 3) alkyl, R 2Be (C 4-C 7) alkyl;
Figure C2005800129470005C3
R wherein 3Be (C 1-C 3) alkyl or 2-ethoxy;
(b) comprise the red composition of at least a structural formula (6) dyestuff,
Figure C2005800129470006C2
R wherein 4With R 5One of them is a hydrogen, and another is hydroxyl ethoxy ethyl, hydroxyl butoxy propyl group, acetoxyethoxy ethyl or acetoxyl group butoxy propyl group; With
(c) comprise the blue composition of at least a structural formula (8) dyestuff,
Figure C2005800129470006C3
R wherein 7With R 8One of them is a nitro, and another is a hydroxyl, and R 9Be hydrogen, chlorine or 2-ethoxy.
3. claim 1 or 2 purposes wherein are used in combination ultra-violet absorber.
4. claim 1 or 2 purposes are colored comprising (lactic acid) the basic fiber that gathers of the mixture of poly-(lactic acid) and aromatic polyester fiber.
5. poly-(lactic acid) basic fibrous material of a dyeing, it obtains by claim 1 or 2 described purposes.
CNB2005800129473A 2004-06-25 2005-06-17 Be used to gather the disperse dyes of (lactic acid) basic fiber Expired - Fee Related CN100552130C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP188921/2004 2004-06-25
JP2004188921A JP2006008871A (en) 2004-06-25 2004-06-25 Disperse dye for polylactic acid fiber

Publications (2)

Publication Number Publication Date
CN101040080A CN101040080A (en) 2007-09-19
CN100552130C true CN100552130C (en) 2009-10-21

Family

ID=35033668

Family Applications (1)

Application Number Title Priority Date Filing Date
CNB2005800129473A Expired - Fee Related CN100552130C (en) 2004-06-25 2005-06-17 Be used to gather the disperse dyes of (lactic acid) basic fiber

Country Status (7)

Country Link
US (1) US20070271710A1 (en)
JP (1) JP2006008871A (en)
KR (1) KR20070024516A (en)
CN (1) CN100552130C (en)
CA (1) CA2571979A1 (en)
TW (1) TWI363080B (en)
WO (1) WO2006003088A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103073922A (en) * 2013-01-21 2013-05-01 江苏亚邦染料股份有限公司 Orange disperse dye composition

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080289156A1 (en) * 2007-05-25 2008-11-27 Mitchell Lewis Zipper construction
JP2011063898A (en) * 2009-09-16 2011-03-31 Mazda Motor Corp Skin material for vehicle interior member
CN103228740B (en) * 2010-11-19 2015-07-08 日本化药株式会社 Disperse dye and method for dyeing hydrophobic fiber material using same
CN103228741B (en) * 2010-11-30 2015-07-08 日本化药株式会社 Disperse dyes and method for dyeing hydrophobic fiber material using same
US8506654B2 (en) 2011-03-29 2013-08-13 Dystar L.P. Disperse dye mixtures which have a high degree of light fastness and build-up
CN102604414B (en) * 2012-01-16 2013-12-04 杭州吉华江东化工有限公司 Azo compound containing phenylindole, preparation method and application thereof
CN102732056B (en) * 2012-06-01 2013-09-11 浙江吉华集团股份有限公司 Disperse dye mixture and application thereof
CN102775812B (en) * 2012-06-13 2013-12-04 浙江吉华集团股份有限公司 Disperse dye mixture and application thereof
CN109370257B (en) * 2018-12-14 2020-05-19 苏州市吴江区绿洲染料有限公司 Alkali-resistant disperse grey dye mixture
CN111535050A (en) * 2020-05-28 2020-08-14 张家港扬子染整有限公司 PLA wool top dyeing process
WO2023104610A1 (en) 2021-12-07 2023-06-15 Arapaha B.V. Dyed substrate comprising poly(lactic acid) fibres

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3826609A (en) * 1968-03-14 1974-07-30 Teijin Ltd Method of dyeing synthetic fibers and blends
TW515859B (en) * 1997-12-17 2003-01-01 Ciba Sc Holding Ag Process for ink-jet printing textile fibre materials
JP4493160B2 (en) * 2000-06-02 2010-06-30 紀和化学工業株式会社 High light fast dye composition and dyeing method using the same
EP1209281A3 (en) * 2000-11-27 2003-08-27 Carl Freudenberg KG Dyed or printed nonwoven
JP2004168950A (en) * 2002-11-21 2004-06-17 Dystar Japan Ltd Disperse dye mixture having high color fastness to light
JP4449012B2 (en) * 2003-07-04 2010-04-14 ダイスタージャパン株式会社 Disperse dye mixture with high light fastness
JP4424466B2 (en) * 2003-07-18 2010-03-03 ダイスタージャパン株式会社 Disperse dye mixture suitable for dyeing polylactic acid fiber

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103073922A (en) * 2013-01-21 2013-05-01 江苏亚邦染料股份有限公司 Orange disperse dye composition

Also Published As

Publication number Publication date
KR20070024516A (en) 2007-03-02
CN101040080A (en) 2007-09-19
JP2006008871A (en) 2006-01-12
WO2006003088A1 (en) 2006-01-12
CA2571979A1 (en) 2006-01-12
US20070271710A1 (en) 2007-11-29
TWI363080B (en) 2012-05-01
TW200606220A (en) 2006-02-16

Similar Documents

Publication Publication Date Title
CN100552130C (en) Be used to gather the disperse dyes of (lactic acid) basic fiber
CN102031017B (en) Disperse dye composition and application thereof
CN101309975B (en) Disperse dye, disperse dye composition, ink for ink-jet printing, and staining method and stained material using the dye, composition or ink
CN100360617C (en) Disperse dye mixtures
JP4449012B2 (en) Disperse dye mixture with high light fastness
CN102558908A (en) Compound high-strength disperse dye
CN102127315A (en) Blue disperse dye composition with high light fastness and application thereof
CN102250486A (en) Medium-temperature cobalt blue disperse dye
CN102127313B (en) High-light-fastness red disperse dye composition and use thereof
CN109989279A (en) A kind of one bath soap lotion of polyester-cotton blend and its preparation method and application
US3018154A (en) Colored aromatic polyester material and process of making same
EP0684290A2 (en) Disperse dye compositions
JP2004137461A (en) Non-azo dispersion dyestuff mixture
CN1076371C (en) Blue type disperse dye mixture
JP4629676B2 (en) Navy and black disperse dyes containing no adsorptive organic halogen (AOX)
CN102585550A (en) Blue disperse dye
CN103649232B (en) The dyeing process of the hydrophobic fiber material of disperse dye composition and use said composition
CN103732693B (en) Disperse dye composition and its method that hydrophobic fiber material is dyeed of use
CN112574594B (en) Disperse yellow-orange dye composition and product thereof
CN109021616A (en) A kind of disperse yellow dye composition, its product and application
CN102127314B (en) Yellow disperse dye composition with high light fastness and application thereof
KR20080010430A (en) Hot-light resistant blue dispersion dyes
JPH05271561A (en) Monoazo dyestuff and mixture containing the same
US3437418A (en) Process for dyeing fibers of polyethylene terephthalate and blends thereof with cotton with monoazo dyestuffs
CN101974250A (en) Yellow disperse dye with high light fastness

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
REG Reference to a national code

Ref country code: HK

Ref legal event code: DE

Ref document number: 1106802

Country of ref document: HK

C14 Grant of patent or utility model
GR01 Patent grant
ASS Succession or assignment of patent right

Owner name: DYSTAR COLOURS GERMANY GMBH

Free format text: FORMER OWNER: DYSTAR TEXTILFARBEN GMBH + CO. DEUTXCHLAND KG

Effective date: 20100916

C41 Transfer of patent application or patent right or utility model
TR01 Transfer of patent right

Effective date of registration: 20100916

Address after: Frankfurt, Germany

Patentee after: Dystar Textilfarben GmbH. & Co.

Address before: Frankfurt, Germany

Patentee before: Dystar Textilfarben GmbH & Co. Deutxchland KG

ASS Succession or assignment of patent right

Owner name: DYSTAR COLOURS DISTRIBUTION GMBH

Free format text: FORMER OWNER: DYSTAR DYES GERMANY CO., LTD.

Effective date: 20121011

C41 Transfer of patent application or patent right or utility model
TR01 Transfer of patent right

Effective date of registration: 20121011

Address after: Frankfurt, Germany

Patentee after: DyStar Textilfarben GmbH & Co. Deutschland KG

Address before: Frankfurt, Germany

Patentee before: Dystar Textilfarben GmbH. & Co.

REG Reference to a national code

Ref country code: HK

Ref legal event code: WD

Ref document number: 1106802

Country of ref document: HK

CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20091021

Termination date: 20210617