EP1913196B1 - A process for dyeing of wool or silk and their blends (fibre /yarn/fabric) with indigo - Google Patents
A process for dyeing of wool or silk and their blends (fibre /yarn/fabric) with indigo Download PDFInfo
- Publication number
- EP1913196B1 EP1913196B1 EP06756266.0A EP06756266A EP1913196B1 EP 1913196 B1 EP1913196 B1 EP 1913196B1 EP 06756266 A EP06756266 A EP 06756266A EP 1913196 B1 EP1913196 B1 EP 1913196B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- silk
- wool
- dyeing
- substrate
- indigo
- 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.)
- Not-in-force
Links
- 210000002268 wool Anatomy 0.000 title claims description 47
- 238000004043 dyeing Methods 0.000 title claims description 36
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 title claims description 27
- 235000000177 Indigofera tinctoria Nutrition 0.000 title claims description 25
- 229940097275 indigo Drugs 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 20
- 230000008569 process Effects 0.000 title claims description 20
- 239000000203 mixture Substances 0.000 title claims description 19
- 239000000835 fiber Substances 0.000 title description 13
- 239000004744 fabric Substances 0.000 title description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 45
- 239000000758 substrate Substances 0.000 claims description 21
- 238000002203 pretreatment Methods 0.000 claims description 17
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 15
- 238000005273 aeration Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000009877 rendering Methods 0.000 claims description 2
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 22
- 239000000126 substance Substances 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000003513 alkali Substances 0.000 description 10
- 125000000129 anionic group Chemical group 0.000 description 9
- 125000002091 cationic group Chemical group 0.000 description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000002657 fibrous material Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- VIFKLIUAPGUEBV-UHFFFAOYSA-N 2-(3-hydroxy-1h-indol-2-yl)-1h-indol-3-ol Chemical compound N1C2=CC=CC=C2C(O)=C1C1=C(O)C2=CC=CC=C2N1 VIFKLIUAPGUEBV-UHFFFAOYSA-N 0.000 description 3
- 108010022355 Fibroins Proteins 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 229920001184 polypeptide Polymers 0.000 description 3
- 108090000765 processed proteins & peptides Proteins 0.000 description 3
- 102000004196 processed proteins & peptides Human genes 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- -1 amino, carboxyl Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 238000007696 Kjeldahl method Methods 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- COHYTHOBJLSHDF-BUHFOSPRSA-N indigo dye Chemical compound N\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-BUHFOSPRSA-N 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/141—Wool using vat or sulfur dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
- D06M2101/12—Keratin fibres or silk
Definitions
- This invention relates to a process for dyeing of wool, silk or their blends (fibre/yarn/fabric) in tandem with indigo.
- this invention relates to a pretreatment of wool, silk or their blends in order to render it receptive to indigo dyeing.
- the literature on wool discloses that the molecular grid of wool (Keratin) consists of polypeptide chains bound together by salt linkages and the covalent disulphide (-S-S) linkages. Such a literature further discloses that the disulphide bond is easily and readily degraded in the presence of alkali. Alkali disrupts the disulphide bonds and the fission of disulphide bonds results in the formation of thiol groups, which are very labile. It is known that as a natural polyamide or polypeptide, silk Fibroin (degummed silk) exhibits free amino, carboxyl and phenolic substitutes with accessible hydroxyl groups. Silk and wool have a slightly cationic character with an isoelectric point at about pH 5.0.
- silk fibroin or wool takes on a positive charge through absorption of hydrogen ions.
- the resulting electric charge can be counter balanced with negatively charged anions of the dye, whilst dyeing with anionic dyes such as acid, metal complex, direct and reactive dyes.
- indigo dyeing is carried out under highly alkaline pH values and that leuco indigo has an anionic charge.
- silk and wool have a tendency to lose their cationic property in presence of alkali. Both fibre and the dye being anionic under alkaline conditions, the net result is loss of dye-fibre affinity, lighter dyeing and poor fastness.
- Two of the silk properties that determine its colour behaviour are, firstly, very fine fibre fibrils and, secondly high fiber orientation. These fine fibrils produce a large fiber surface. Such a large fiber surface results in the colour yield being very low and about twice as much dye is required for achieving a given dark shade. Further, the fastness is poor. A large fiber surface also leads to a high dye-strike rate even at very low temperature resulting into rapid saturation at the fiber surface and unlevel dyeing. The high orientation of the fibres, which is a barrier to diffusion, causes a very slow rate of further dye absorption, after the first rapid saturation.
- the surface of silk is very easily chafed by abrasion particularly when the material is in wet swollen state.
- the polypeptide chains of silk fibroin may hydrolyze in boiling water or in steam. This becomes critical in the presence of acids or alkalis. Higher concentrations of alkalis rapidly dissolve silk and wool. Degradation of silk and wool is determined by pH and the type of alkali. The mechanical stress leads to splicing of silk threads, which is severe and irreparable damage.
- indigo dyeing is conventionally carried out under highly alkaline pH values. Both silk and wool would cease to be cationic under alkaline conditions and would assume anionic character losing electrostatic affinity for anionic leuco indigo. The result would be lighter and skittery dyeing and poor fastness.
- the rope/slasher indigo dyeing machine is a long battery of several dip-squeeze-air modules with pre-wet, Pre-wet washes and post-dye-wash off boxes.
- the yarn passage through the said machine would be as long as 400-500 mtrs.
- At dyeing speed of for example 18-20 mtrs/minute the yarn runs through hostile environment; for 25 minutes including long exposure to caustic soda, hot washes and mechanical stresses. All these could deteriorate the mechanical properties of silk and wool.
- GB 448,272 discloses a process for dyeing fibrous materials suitable for the textile industry with vat dyestuffs consisting of pre-treating the fibrous material with quaternary ammonium compounds.
- GB 372,325 discloses a process for improving the softness or purity of fibrous materials such as textiles by treatment with aqueous solutions of amines or ammonium bases which contain at least one alkyl or cycloalkyl radical with at least eight carbon atoms, or water-soluble salts of the bases.
- US 4,615,709 discloses cationic compounds used for improving the dyeing properties of a textile material by treating the textile material before or after dyeing with an anionic dye.
- An object of this invention is to propose a novel process for the dyeing of wool, silk or blends thereof with indigo in conventional dyeing machines.
- Yet another object of this invention is to propose a novel pretreatment process for dyeing of wool, silk or blends thereof with indigo.
- Still another object of this invention is to propose a novel process for the dyeing of wool, silk or blends thereof with indigo, which reduces the severity of dyeing conditions.
- a further object of this invention is to propose a novel process for the dyeing of wool, silk or blends thereof with indigo, which avoids any damage being caused to wool or silk.
- a still further object of this invention is to propose a novel process for the dyeing of wool, silk or blends thereof with indigo, which provides a dark and level indigo shade.
- Yet further object of this invention is to propose a novel process for the dyeing of wool, silk or blends thereof with indigo, which provides adequate fastness.
- Still a further object of this invention is to propose a novel process for the dyeing of wool or silk or blends thereof with indigo, which is efficient.
- a mordanting of wool and silk in the form of cationization on line enhances dye-fibre affinity by virtue of imparted cationic dye-combining sites for indigo which is anionic in alkaline media. Such mordanting also reduces the heterogeneity in the substrate and offer thereby level dyeing.
- Wool and silk are sensitive to alkali and might degrade significantly when in contact with alkali particularly caustic soda for any appreciable length of time. In case of wool, such a normally negative point is instead taken advantage of by using generated thiol groups as additional dye combining sites.
- a process for the pretreatment of wool, silk or blends thereof comprising the step of online cationization of silk, wool or blends thereof to render it receptive to indigo dyeing by imparting a cationic charge and generating dye-combining sites.
- the invention provides a process for the on-line pre-treatment of a substrate comprising wool, silk or blends thereof rendering the substrate receptive for a subsequent step of indigo dyeing, the pre-treatment step comprising generating dye combining sites by: (i) cationisation on the substrate; and (ii) treatment with caustic soda; for a period sufficient to generate said sites, wherein pre-treatment step (i) includes the step of cationising the substrate by passing the substrate through a pre-treatment bath containing a cationising compound solution followed by aeration such that the cationising compound can penetrate into the substrate, and wherein the pre-treatment step is carried out for 5 to 30 seconds and the aeration is carried out for 30 to 180 seconds.
- the treatment comprises in the step of cationization by passing wool, silk or blends thereof through pre-treatment baths and then subjecting to the step of a passage in air, which is online.
- the online pre-treatment could be effected either at ambient temperature or at subambient temperature, for example, at 12-15°C.
- the pre-treatment bath comprises 3- to 120 gpl, and preferably 3 to 80 gpl of cationizing compound and 3 to 25 gpl of caustic soda either separately or in admixture.
- the step of dyeing comprises in passing in tandem the pretreated silk, wool or blend through a plurality of indigo dye baths following the dip-squeeze-air (oxidation) steps.
- the dye bath contains (leuco) indigo, soda ash sodium hydroxide, sodium hydrosulphite and known chemical auxiliaries.
- wool and silk have a tendency to lose its cationic charge in the presence of alkali.
- the addition of alkali to the dye bath is necessary in order to render the dye soluble.
- each dye bath contains 1.0 to 3.5 gpl indigo and upto 8 dye baths may be provided.
- the passage of wool or silk through each dye bath is for a period of 5 to 30 seconds each followed by the step of squeez and oxidation for a period of 30 to 180 seconds for each step of oxidation.
- the dye-bath recipe contains soda ash mostly and between 15-20 gp1, in place of caustic soda. The latter is used for fine tuning of dye bath pH.
- the caustic soda and the cationizing chemical in the pre-treatment are kept at subambient treatment in accordance with on embodiment of this invention. This is to reduce the severity of the process and help substrate retain its original strength.
- the online pretreatment step in distinction to a batch process.
- One of the aspects of the present invention resides in the online pretreatment step which provides a short period of contact of wool, silk of its blends with caustic soda and cationizing chemicals. It is known that wool, silk or its blend is sensitive to caustic soda. Thus, one of the aspects of the present invention is to ensure that the wool, silk or its blends is not deteriorated or damaged by the pretreatment step, which is ensured by a reduced contact period with the cationizing chemicals by such an online step.
- the wool yarn was subjected to online cationization.
- the original sample as well as the cationized sample were then analyzed for their nitrogen contents by Kjeldahl method.
- the sample showed increase in nitrogen content over the control by 0.35%.
- the nitrogen content of the cationizing chemical viz., 3-chloro-2-hydroxy propyl trimethyl ammonium chloride is 9.18%.
- the nitrogen increase in case of silk was 0.2% which means 3.3 gms of cationizing chemical was deposited onto 100 gms of silk.
- the pretreatment apparatus contains Box 1 and Box 2 with squeeze rollers SR1 therebetween.
- First box Box 1 may contain cationizing chemical solution followed by aeration thereafter which allows time for cationizing chemical to penetrate well into wool/silk substrate.
- the second box Box 2 may contain caustic soda solution also followed by aeration.
- Box 1 may contain both cationizing chemicals and caustic soda.
- the second box Box 2 in such an instance could be empty-or could be used for a water-rinse
- Indigo dyeing then follow in tandem, with conventional and known steps of indigo dyeing, viz., dip-squeeze-air.
- the pretreated substrate then passes through a plurality of dye boxes, for example 1 to 8 dye boxes, followed each time by aeration.
- the substrate is then subjected to post dyeing wash off in wash boxes and then passed through drying cans.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Treatment Of Fiber Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1674DE2005 | 2005-06-28 | ||
| PCT/IN2006/000216 WO2007000775A2 (en) | 2005-06-28 | 2006-06-27 | A process for dyeing of wool or silk and their blends (fibre /yarn/fabric) with indigo |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP1913196A2 EP1913196A2 (en) | 2008-04-23 |
| EP1913196A4 EP1913196A4 (en) | 2010-01-06 |
| EP1913196B1 true EP1913196B1 (en) | 2018-07-25 |
Family
ID=37595532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP06756266.0A Not-in-force EP1913196B1 (en) | 2005-06-28 | 2006-06-27 | A process for dyeing of wool or silk and their blends (fibre /yarn/fabric) with indigo |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20100205751A1 (enExample) |
| EP (1) | EP1913196B1 (enExample) |
| JP (2) | JP2008544111A (enExample) |
| WO (1) | WO2007000775A2 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5260856B2 (ja) * | 2006-11-10 | 2013-08-14 | 有限会社藍布屋 | 天然藍による木綿藍染め物品の染色方法 |
| CN103215803B (zh) * | 2013-04-02 | 2016-01-06 | 浙江喜得宝丝绸科技有限公司 | 一种桑蚕丝织物的脱胶方法 |
| ES2428765B1 (es) * | 2013-10-04 | 2014-03-27 | Tejidos Royo S.L. | Tejido Denim con características ignífugas y proceso de tintura de la urdimbre con colorante azul índigo |
| GB2526044A (en) * | 2014-01-10 | 2015-11-18 | Perachem Ltd | Methods relating to wool treatment |
| CN109183465A (zh) * | 2018-10-18 | 2019-01-11 | 上海嘉麟杰纺织科技有限公司 | 一种提高羊毛成衣色光深度的植物染色方法 |
| KR102413020B1 (ko) * | 2020-03-26 | 2022-06-24 | 한국실크연구원 | 실크의 천연 인디고 염색 방법 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4615709A (en) * | 1983-12-16 | 1986-10-07 | Ipposha Oil Industries Co., Ltd. | Cationic compound, process for preparing same and treatment of textile material for improved dyeing |
| US4742589A (en) * | 1985-07-22 | 1988-05-10 | Sando Iron Works Co., Ltd. | Method for continuous liquid treatment of a cloth |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA738900A (en) * | 1966-07-19 | J. I. Harding Arthur | Dyeing process | |
| GB294890A (en) * | 1927-07-28 | 1929-05-16 | Chem Ind Basel | Improvements in processes for improving animal or vegetable materials |
| GB372325A (en) * | 1930-11-27 | 1932-04-27 | Ig Farbenindustrie Ag | Improvements in the treatment of fibrous materials |
| US2254965A (en) * | 1933-09-22 | 1941-09-02 | Patcheni Ag Zur Beteiligung An | Process for the dyeing of fibrous materials |
| GB448272A (en) * | 1933-12-09 | 1936-06-05 | Ig Farbenindustrie Ag | Improvements in dyeing with vat dyestuffs |
| US2367273A (en) * | 1939-10-30 | 1945-01-16 | Tootal Broadhurst Lee Co Ltd | Treatment of wool |
| US2450773A (en) * | 1944-03-30 | 1948-10-05 | Allied Chem & Dye Corp | Dyeing of wool with indigo dyestuffs |
| US3457022A (en) * | 1964-12-02 | 1969-07-22 | Cone Mills Corp | Process of dyeing cotton fibers with indigo vat dyes |
| US4378226A (en) * | 1978-10-09 | 1983-03-29 | Nihon Sanmo Dyeing Co., Ltd. | Electrically conducting fiber and method of making same |
| UST100201I4 (en) * | 1980-02-07 | 1981-01-06 | E. I. Du Pont De Nemours And Company | Indigo dyeing of polyester fibers |
| JPS60126389A (ja) * | 1983-12-09 | 1985-07-05 | ユニチカ株式会社 | 獣毛繊維の染色方法 |
| JPH02221472A (ja) * | 1989-02-20 | 1990-09-04 | Daido Maruta Senko Kk | 動物性繊維布帛の捺染方法 |
| JPH0635715B2 (ja) * | 1989-02-27 | 1994-05-11 | 朝日染色株式会社 | たん白繊維製品の高堅牢度染色方法 |
| JPH04281079A (ja) * | 1991-03-06 | 1992-10-06 | Takao Kimura | 糸と織物の染色方法 |
| IT1255221B (it) * | 1992-07-14 | 1995-10-20 | Procedimento per la tintura in indaco di filati in matassa | |
| JPH06108381A (ja) * | 1993-01-14 | 1994-04-19 | Toshiyuki Fukui | 織物の浸染方法 |
| US5611822A (en) * | 1993-05-10 | 1997-03-18 | Allegro Natural Dyes Llc | Indigo dye process |
| JPH06322673A (ja) * | 1993-05-11 | 1994-11-22 | Matsui Shikiso Kagaku Kogyosho:Kk | 繊維製品類の連続状物の着色方法及び着色物 |
| JP3104959B2 (ja) * | 1995-07-06 | 2000-10-30 | 奈良県 | 獣皮、動物性の、糸および織物の藍色染方法 |
| US5815867A (en) * | 1997-02-27 | 1998-10-06 | Keasler; Thomas J. | Pretreatment of yarn and subsequent dyeing of yarn or fabric woven therewith |
| JP3871180B2 (ja) * | 2000-02-17 | 2007-01-24 | ジルボー フランソワ | インドキシールを用いたインジゴによる織材の染色方法及び装置 |
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| JP3692475B2 (ja) * | 2002-11-12 | 2005-09-07 | 富士紡績株式会社 | 繊維製品の斑染め染色方法 |
| KR100477470B1 (ko) * | 2002-11-20 | 2005-03-21 | 에스케이케미칼주식회사 | 산성염료 가염성 아세테이트 섬유의 제조방법 |
| JP4067400B2 (ja) * | 2002-12-27 | 2008-03-26 | 日本食品化工株式会社 | 澱粉組成物 |
| US8187342B2 (en) * | 2003-09-18 | 2012-05-29 | Malwa Industries Limited | Process for indigo dyeing of wool and wool blends |
| WO2005049908A2 (en) * | 2003-10-21 | 2005-06-02 | The Arvind Mills Ltd. | A method and apparatus for dyeing fibers |
| US7235110B2 (en) * | 2004-02-18 | 2007-06-26 | Melvin Alpert | Method for dyeing fabric materials with indigo, other vat dyes, and sulfur dyes |
-
2006
- 2006-06-27 WO PCT/IN2006/000216 patent/WO2007000775A2/en not_active Ceased
- 2006-06-27 EP EP06756266.0A patent/EP1913196B1/en not_active Not-in-force
- 2006-06-27 JP JP2008519140A patent/JP2008544111A/ja active Pending
- 2006-06-27 US US11/994,202 patent/US20100205751A1/en not_active Abandoned
-
2014
- 2014-08-04 JP JP2014158732A patent/JP2015007305A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4615709A (en) * | 1983-12-16 | 1986-10-07 | Ipposha Oil Industries Co., Ltd. | Cationic compound, process for preparing same and treatment of textile material for improved dyeing |
| US4742589A (en) * | 1985-07-22 | 1988-05-10 | Sando Iron Works Co., Ltd. | Method for continuous liquid treatment of a cloth |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007000775A2 (en) | 2007-01-04 |
| US20100205751A1 (en) | 2010-08-19 |
| WO2007000775B1 (en) | 2007-07-12 |
| JP2015007305A (ja) | 2015-01-15 |
| EP1913196A2 (en) | 2008-04-23 |
| JP2008544111A (ja) | 2008-12-04 |
| EP1913196A4 (en) | 2010-01-06 |
| WO2007000775A3 (en) | 2007-05-31 |
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