WO2017118671A1 - Method of dye clearing textiles - Google Patents

Method of dye clearing textiles Download PDF

Info

Publication number
WO2017118671A1
WO2017118671A1 PCT/EP2017/050163 EP2017050163W WO2017118671A1 WO 2017118671 A1 WO2017118671 A1 WO 2017118671A1 EP 2017050163 W EP2017050163 W EP 2017050163W WO 2017118671 A1 WO2017118671 A1 WO 2017118671A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
process according
fabric
salt
weak organic
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.)
Ceased
Application number
PCT/EP2017/050163
Other languages
English (en)
French (fr)
Inventor
David John Ellis
Nicholas Brown
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.)
Nikwax Ltd
Original Assignee
Nikwax 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
Priority to JP2018553315A priority Critical patent/JP6773805B2/ja
Priority to CN201780014202.3A priority patent/CN108779602B/zh
Priority to KR1020187021098A priority patent/KR20180098595A/ko
Priority to CA3010538A priority patent/CA3010538C/en
Priority to PL17700613T priority patent/PL3390711T3/pl
Priority to US16/068,126 priority patent/US10533279B2/en
Application filed by Nikwax Ltd filed Critical Nikwax Ltd
Priority to ES17700613T priority patent/ES2742131T3/es
Priority to BR112018013726-0A priority patent/BR112018013726B1/pt
Priority to EP17700613.7A priority patent/EP3390711B1/en
Publication of WO2017118671A1 publication Critical patent/WO2017118671A1/en
Anticipated expiration legal-status Critical
Priority to CONC2018/0006994A priority patent/CO2018006994A2/es
Ceased legal-status Critical Current

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
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02After-treatment
    • D06P5/04After-treatment with organic compounds
    • 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
    • D06P1/44General 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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/653Nitrogen-free carboxylic acids or their salts
    • D06P1/6533Aliphatic, araliphatic or cycloaliphatic
    • 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
    • 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

Definitions

  • the present invention relates to a process to remove excess dye from dyed polyester fabric.
  • a weak organic acid such as ascorbic acid or citric acid, to remove the excess dye.
  • Polyester fabric is typically dyed using disperse dyes.
  • Disperse dyes are ready made dyes that do not have any ionic character and as such they are insoluble or only poorly soluble in water under ambient conditions. Such dyes are utilised in the dyeing process by dispersing them in acidified water at elevated temperatures, e.g. 80°C to 100°C, or at both elevated temperature and pressure, e.g. 105°C to 140°C and 1.1 to 3.6 bar. Such conditions result in the dye diffusing into the plasticized polyester fibres to form a molecular dispersion in the polymer matrix.
  • Dispersing agents and carrier chemicals are commonly used in the dyeing of polyester fabric. Dispersing agents are needed to keep the bulk of the poorly soluble disperse dye in an homogeneous state throughout the dyebath liquor. Such dispersing agents are typically strong surfactants such as alkylsulphonates and alkylarylsulphonates. Carrier chemicals are substances that are designed to swell the fibres and help facilitate the diffusion of the disperse dye into the fabric. Typical carrier chemicals that may be used are based on glycol ethers. [0006] Once sufficient colour strength has been achieved on the fabric it is necessary to remove excess dye.
  • Reduction clearing usually uses a strong reducing agent at a high temperature and pH to remove excess dye.
  • the most commonly used reagent in reduction clearing is sodium dithionite in the presence of sodium hydroxide. This reagent has several disadvantages, not least its reactivity which leads to complications in handling. It is unstable in non-alkaline conditions where decomposition will occur, even resulting in spontaneous combustion.
  • Another disadvantage of using sodium dithionite is that it acts as a sulphonating agent that can act on any residual surfactants remaining in the fabric. This can result in any residual surfactants becoming persistent.
  • Use of such sulphur containing compounds also suffers from the disadvantage that as the compounds are not readily biodegradable the waste water from the process needs to be extensively treated before it can be returned to
  • US patent No. 6 730 132 discloses a process for reduction clearing of polyester textiles that comprises adding to the acidic dyeing liquor or wash bath an after-treatment composition comprising dithionite/acid acceptor sulphinate optionally mixed with sulphonate.
  • a process to remove excess dye from dyed polyester fabric comprising adding a solution of a weak organic acid or a salt thereof to the fabric in a dyeing vessel, raising the temperature and allowing the acid or salt thereof to remain in contact with the fabric for a period of time, followed by removal of all liquid.
  • the weak organic acid is a Bronsted acid that contains at least 4 carbon atoms, and which has a pK a or pK a i value of at least 1, and preferably a pK a or pK a i value of less than 5.
  • a preferred pK a or pK a i range is from 3 to 4.5.
  • the pK a i value refers to the first dissociated proton for multiprotonic acids. Examples of such acids include ascorbic acid, citric acid, caprylic acid, adipic acid, succinic acid, maleic acid and butyric acid. Preferred examples are ascorbic acid and citric acid.
  • Salts of the weak organic acid can also be used. Examples of salts include those having monovalent cations, such as alkali metal salts. Preferred salts are sodium or potassium salts. Ascorbic acid or a salt thereof is most preferred.
  • One or more weak organic acids and/or salts thereof can be used.
  • the temperature in the vessel is preferably raised to a value in the range of from 60 °C to 100 °C, most preferably from 75 °C to 80 °C or at least 80°C.
  • the weak organic acid is preferably maintained in contact with the fabric for at least 6 minutes to allow it to react with the dyed fabric. Preferably, the contact time is up to 60 minutes.
  • the dyeing liquor is removed from the dyeing vessel prior to adding the weak organic acid.
  • the dry dyed fabric may be loaded into a dye bath or suitable vessel to which may be added water and an appropriate amount of the weak organic acid.
  • the organic acid is added at a rate of 80g to 120g per litre, if for example the dyeing liquor is not removed before the organic acid is added. Alternatively, if the dyeing liquor is removed before adding the organic acid 2g to 50g per litre, preferably 2g to lOg, most preferably 5g per litre of the acid are used.
  • the polyester fabric is preferably rinsed with water at ambient temperature, after which it is spun and dried.
  • a weak organic acid, or a salt thereof that is still acidic is utilised as the reduction clearing agent.
  • this has the advantage that it is not necessary to change the pH between the dyeing stage, which is typically carried out at a low pH, and the reduction clearing stage.
  • the dyed polyester fabric is to be subsequently treated, for example to render it water-repellent, then, following the reduction clearing treatment using a weak organic acid, the pH is raised to between pH 9 and pH 12.
  • an alkaline hydroxide such as sodium hydroxide potassium hydroxide or ammonium hydroxide at a rate of from 1.4 g to 1.7 g per litre.
  • One advantage of the process of the present invention is that it avoids the need to use sulphur containing compounds, such as sodium dithionite, that act as sulphonating agents which can act on residual surfactants remaining in the fabric making the surfactants more persistent. This persistence causes problems in later textile finishing processes such as the application of water-repellent treatments to the polyester fabric.
  • sulphur containing compounds such as sodium dithionite
  • Other advantages of using a weak organic acid in the reduction clearing process are that the process is safer to operate, less polluting of the environment as well as being cheaper to operate.
  • a dye bath was prepared to the following composition by subsequently adding, whilst under continual mixing, the components below:-
  • the temperature of the bath was slowly raised at a rate of approximately 1 °C/minute to 95 °C.
  • the pH of the dye bath was adjusted to between 4.0 and 5.0 with the addition of acetic acid (80% Technical grade) - 25 g (5 g/litre).
  • a 500 g sample of un-dyed polyester microfibre fabric with a weight of 215 g/m 2 was added to the dye bath. With continual mixing, the dye bath was heated to the boil and maintained at a steady temperature for a period of 90 minutes. During this time, the pH of the dye bath was maintained by the addition of further doses of acetic acid at the rate of 5g every 15 minutes, if necessary.
  • the dye bath was allowed to cool to a temperature of 60 °C before the liquid contents of the dyeing vessel were drained.
  • the fabric was then washed in the dyeing vessel with three separate washes of Tergitol 15-S-7 (10 g in 5 litres of deionised water at 60 °C for two minutes).
  • the dyeing vessel was then refilled with water (5 litres of deionised water at 60 °C) and sodium hydroxide was added (20 g, 4 g/litre). The temperature of the dyeing vessel contents was then raised to 80 °C and the following was added in the prescribed order:-
  • the temperature of the dyeing vessel contents were maintained at 80 °C for a further 25 minutes.
  • the dyeing vessel was then drained of the liquid contents.
  • the fabric was then rinsed using five separate charges of water (5 litres of deionised water at 20°C for two minutes). In the final rinse, the pH of the dye was lowered to between 6.0 and 7.0 with the addition of acetic acid (80% Technical grade).
  • the dyeing vessel was then drained of the liquid contents and the dyed fabric was recovered and air dried.
  • the fabric was loaded into a Fong's Minitec3-1T high temperature dyeing machine.
  • the service tank of the machine was charged with the following components in the prescribed order :- water (20 °C, deionised) - 150 litres sodium hydroxide - 400 g ascorbic acid - 750 g

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Cleaning By Liquid Or Steam (AREA)
PCT/EP2017/050163 2016-01-04 2017-01-04 Method of dye clearing textiles Ceased WO2017118671A1 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
ES17700613T ES2742131T3 (es) 2016-01-04 2017-01-04 Procedimiento de debilitamiento de tintes en textiles
CN201780014202.3A CN108779602B (zh) 2016-01-04 2017-01-04 清除纺织品染料的改良方法
KR1020187021098A KR20180098595A (ko) 2016-01-04 2017-01-04 향상된 직물의 염료 세척 방법
CA3010538A CA3010538C (en) 2016-01-04 2017-01-04 Method of dye clearing textiles
PL17700613T PL3390711T3 (pl) 2016-01-04 2017-01-04 Sposób odbarwiania tekstyliów
JP2018553315A JP6773805B2 (ja) 2016-01-04 2017-01-04 染料を除去する方法
EP17700613.7A EP3390711B1 (en) 2016-01-04 2017-01-04 Method of dye clearing textiles
US16/068,126 US10533279B2 (en) 2016-01-04 2017-01-04 Method of dye clearing textiles
BR112018013726-0A BR112018013726B1 (pt) 2016-01-04 2017-01-04 Processo para remover o corante em excesso de um tecido de poliéster tingido e uso relacionado
CONC2018/0006994A CO2018006994A2 (es) 2016-01-04 2018-07-04 Método mejorado para enjuagar la tintura de materiales textiles

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB1600098.6A GB201600098D0 (en) 2016-01-04 2016-01-04 Ascorbic acid dye clearing process patent
GB1600098.6 2016-01-04

Publications (1)

Publication Number Publication Date
WO2017118671A1 true WO2017118671A1 (en) 2017-07-13

Family

ID=55406678

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2017/050163 Ceased WO2017118671A1 (en) 2016-01-04 2017-01-04 Method of dye clearing textiles

Country Status (16)

Country Link
US (1) US10533279B2 (enExample)
EP (1) EP3390711B1 (enExample)
JP (1) JP6773805B2 (enExample)
KR (1) KR20180098595A (enExample)
CN (1) CN108779602B (enExample)
AR (1) AR107286A1 (enExample)
BR (1) BR112018013726B1 (enExample)
CA (1) CA3010538C (enExample)
CL (1) CL2018001831A1 (enExample)
CO (1) CO2018006994A2 (enExample)
ES (1) ES2742131T3 (enExample)
GB (1) GB201600098D0 (enExample)
PL (1) PL3390711T3 (enExample)
PT (1) PT3390711T (enExample)
TW (1) TWI738699B (enExample)
WO (1) WO2017118671A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12404384B2 (en) * 2021-09-13 2025-09-02 Nan Ya Plastics Corporation Method for recycling polyester fabric

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102365561B1 (ko) * 2021-08-03 2022-02-23 (주)두원부라더스아이앤씨 비정형 디자인을 형성하는 친환경 에코 웨이브 염색 방법 및 이를 통해 생산된 에코 웨이브 원단
TWI781761B (zh) * 2021-09-13 2022-10-21 南亞塑膠工業股份有限公司 聚酯織物的脫色方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2059975A (en) * 1979-09-21 1981-04-29 Kao Corp Soaping agent and soaping method
JPH0291285A (ja) * 1988-09-21 1990-03-30 Sanyo Chem Ind Ltd ソーピング剤および処理法
CN104562790A (zh) * 2013-10-18 2015-04-29 青岛三秀新科技复合面料有限公司 涤纶毛毯分散染料印花工艺

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3619111A (en) * 1970-02-17 1971-11-09 Du Pont Desizing, scouring and bleaching cotton/polyester fabrics containing portions dyed with sensitive dyestuffs
US4003880A (en) * 1975-05-19 1977-01-18 Monsanto Company Fabric dye stripping, separation and recovery of polyester
CH619587B (de) * 1977-02-04 Sandoz Ag Verfahren zum faerben oder bedrucken von polyester/cellulosefaser mischungen.
US4137393A (en) * 1977-04-07 1979-01-30 Monsanto Company Polyester polymer recovery from dyed polyester fibers
DE2739092A1 (de) 1977-08-30 1979-03-08 Brueckner Apparatebau Gmbh Verfahren und vorrichtung zum nachwaschen von textilmaterial
JPS5915584A (ja) * 1982-07-13 1984-01-26 三井東圧化学株式会社 繊維の後処理方法
JPS62282085A (ja) * 1986-05-28 1987-12-07 日本化薬株式会社 染色物の後処理法
JPS63243388A (ja) * 1987-03-30 1988-10-11 住友化学工業株式会社 ポリエステル起毛繊維材料の染色法
JPH05287687A (ja) * 1992-04-09 1993-11-02 Toray Ind Inc ポリエステル系繊維の処理方法
DE4329762A1 (de) * 1993-09-03 1995-03-09 Cassella Ag Verfahren zum Färben von Polyester und polyesterhaltigen Textilmaterialien
US5855623A (en) 1996-09-20 1999-01-05 Intera Technologies, Inc. Process for improving polyamide, acrylic, aramid, cellulosic and polyester properties, and modified polymers produced thereby
CN101130717B (zh) * 2006-08-21 2010-05-12 上海德桑精细化工有限公司 涤纶及其混纺染物净洗剂
MX2011001326A (es) * 2008-08-11 2011-03-21 Basf Se Metodo para tratamiento posterior suave de textiles teñidos.
CN102199887B (zh) * 2010-09-28 2012-07-11 刘静 一种织物花型的转移方法
CN104562776A (zh) * 2015-01-12 2015-04-29 张家港市德宝化工有限公司 一种低聚物去除剂用于聚酯纤维类材料染色的方法
CN104878618B (zh) * 2015-05-21 2017-03-22 互太(番禺)纺织印染有限公司 一种超细涤纶织物的染色方法
CN106120374A (zh) * 2016-06-23 2016-11-16 浙江恒生印染有限公司 一种多工艺组合印花的制备工艺

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2059975A (en) * 1979-09-21 1981-04-29 Kao Corp Soaping agent and soaping method
JPH0291285A (ja) * 1988-09-21 1990-03-30 Sanyo Chem Ind Ltd ソーピング剤および処理法
CN104562790A (zh) * 2013-10-18 2015-04-29 青岛三秀新科技复合面料有限公司 涤纶毛毯分散染料印花工艺

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 201551, Derwent World Patents Index; AN 2015-40530L, XP002768614 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12404384B2 (en) * 2021-09-13 2025-09-02 Nan Ya Plastics Corporation Method for recycling polyester fabric

Also Published As

Publication number Publication date
JP2019506545A (ja) 2019-03-07
GB201600098D0 (en) 2016-02-17
CA3010538A1 (en) 2017-07-13
CO2018006994A2 (es) 2018-07-19
KR20180098595A (ko) 2018-09-04
BR112018013726A2 (en) 2018-12-11
ES2742131T3 (es) 2020-02-13
CL2018001831A1 (es) 2018-09-07
US10533279B2 (en) 2020-01-14
CN108779602B (zh) 2021-06-11
AR107286A1 (es) 2018-04-18
JP6773805B2 (ja) 2020-10-21
TWI738699B (zh) 2021-09-11
BR112018013726B1 (pt) 2022-07-19
EP3390711B1 (en) 2019-05-15
EP3390711A1 (en) 2018-10-24
US20190024305A1 (en) 2019-01-24
TW201728804A (zh) 2017-08-16
CN108779602A (zh) 2018-11-09
PL3390711T3 (pl) 2019-11-29
PT3390711T (pt) 2019-09-03
CA3010538C (en) 2022-05-10

Similar Documents

Publication Publication Date Title
US6217621B1 (en) Textile substrate dye stripping
CN111455700B (zh) 一种阳离子涤纶面料染整方法
EP3390711B1 (en) Method of dye clearing textiles
KR20140037833A (ko) 아라미드 섬유의 염색 방법 및 염색된 아라미드 섬유
Ferrero et al. Alcohol-assisted dyeing processes: a chemical substitution study
JPH06280165A (ja) 紡織布湿式仕上げ処理助剤
KR970007924B1 (ko) 알칼리 또는 환원제 부재하에서 셀룰로즈 섬유를 염색 및 날염하는 방법
WO2006040539A1 (en) Non-aqueous treatment method
CN113089341A (zh) 一种高色牢度涤棉布料生产工艺
US11618981B2 (en) Nylon floorcoverings employing vat dyestuffs and methods of making the same
JP6001398B2 (ja) ポリアリレート繊維の染色方法
CN114990909A (zh) 一种涤纶织物染色和碱减量一浴两步法工艺
US6193764B1 (en) Water, energy, and time efficient reactive rapid dyeing system
HK40000170A (en) Improved method of dye clearing textiles
US3122409A (en) Process for dyeing or printing structures of olefines of low molecular weight
HK40000170B (zh) 清除纺织品染料的改良方法
JP2000248476A (ja) ポリカーボネート樹脂を染色によって堅牢度良く着色する方法
EP4464837A1 (en) Use of polyelectrolytes in textile treatment, and in the mercerization and/or dyeing operative phase
US20200157737A1 (en) Low temperature colouring method
CN114960234B (zh) 一种pbt/cdp纤维混纺织物的烂花印花工艺
US3307900A (en) Process for dyeing acrylonitrile polymer fibers and their products
Cameron et al. Dyeing properties of sulphamic acid‐treated wool
GB1591616A (en) Process for selectively decolourising dyed substrates
JPS5836269A (ja) ポリエステル繊維の改質処理方法
JPH0711588A (ja) ベンゾジフラノン系分散染料を用いる繊維材料の染色方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 17700613

Country of ref document: EP

Kind code of ref document: A1

DPE1 Request for preliminary examination filed after expiration of 19th month from priority date (pct application filed from 20040101)
ENP Entry into the national phase

Ref document number: 3010538

Country of ref document: CA

Ref document number: 2018553315

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: 112018013726

Country of ref document: BR

ENP Entry into the national phase

Ref document number: 20187021098

Country of ref document: KR

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 2017700613

Country of ref document: EP

ENP Entry into the national phase

Ref document number: 2017700613

Country of ref document: EP

Effective date: 20180806

ENP Entry into the national phase

Ref document number: 112018013726

Country of ref document: BR

Kind code of ref document: A2

Effective date: 20180704