US3905762A - Process for the continuous, even dyeing of cotton piece goods containing portions of abnormal fibers - Google Patents
Process for the continuous, even dyeing of cotton piece goods containing portions of abnormal fibers Download PDFInfo
- Publication number
- US3905762A US3905762A US318193A US31819372A US3905762A US 3905762 A US3905762 A US 3905762A US 318193 A US318193 A US 318193A US 31819372 A US31819372 A US 31819372A US 3905762 A US3905762 A US 3905762A
- Authority
- US
- United States
- Prior art keywords
- dyestuffs
- dyestuff
- dyeing
- salt
- carboxymethyl cellulose
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 26
- 239000000835 fiber Substances 0.000 title claims abstract description 23
- 230000008569 process Effects 0.000 title claims abstract description 22
- 230000002159 abnormal effect Effects 0.000 title claims abstract description 11
- 238000004043 dyeing Methods 0.000 title claims description 29
- 229920000742 Cotton Polymers 0.000 title abstract description 21
- 239000000463 material Substances 0.000 claims abstract description 25
- 150000003839 salts Chemical class 0.000 claims abstract description 18
- 230000001376 precipitating effect Effects 0.000 claims abstract description 12
- 239000002253 acid Chemical class 0.000 claims abstract description 9
- 239000004753 textile Substances 0.000 claims abstract description 9
- 239000002671 adjuvant Substances 0.000 claims abstract description 6
- 239000000975 dye Substances 0.000 claims description 25
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 16
- 229910000329 aluminium sulfate Inorganic materials 0.000 claims description 15
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 15
- 235000011128 aluminium sulphate Nutrition 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 12
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 12
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 11
- 230000008878 coupling Effects 0.000 claims description 7
- 238000010168 coupling process Methods 0.000 claims description 7
- 238000005859 coupling reaction Methods 0.000 claims description 7
- 239000004411 aluminium Substances 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 3
- 230000006872 improvement Effects 0.000 claims description 2
- 229920003086 cellulose ether Polymers 0.000 abstract description 22
- 229910052751 metal Inorganic materials 0.000 abstract description 8
- 239000002184 metal Substances 0.000 abstract description 8
- 230000009471 action Effects 0.000 abstract description 5
- 230000001112 coagulating effect Effects 0.000 abstract description 3
- 238000010014 continuous dyeing Methods 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 239000000243 solution Substances 0.000 description 18
- 239000000306 component Substances 0.000 description 17
- 241000219146 Gossypium Species 0.000 description 16
- 230000000694 effects Effects 0.000 description 15
- 229940105329 carboxymethylcellulose Drugs 0.000 description 9
- 235000011121 sodium hydroxide Nutrition 0.000 description 7
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 6
- 238000005406 washing Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 4
- 239000011550 stock solution Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 3
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- -1 for example Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005517 mercerization Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- SPSSDDOTEZKOOV-UHFFFAOYSA-N 2,3-dichloroquinoxaline Chemical compound C1=CC=C2N=C(Cl)C(Cl)=NC2=C1 SPSSDDOTEZKOOV-UHFFFAOYSA-N 0.000 description 1
- IHDBZCJYSHDCKF-UHFFFAOYSA-N 4,6-dichlorotriazine Chemical compound ClC1=CC(Cl)=NN=N1 IHDBZCJYSHDCKF-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- FYJKEJZGNQVNLC-UHFFFAOYSA-N N-(4-ethoxyphenyl)-3-hydroxy-2-naphthalenecarboxamide Chemical compound C1=CC(OCC)=CC=C1NC(=O)C1=CC2=CC=CC=C2C=C1O FYJKEJZGNQVNLC-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 159000000013 aluminium salts Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- YOCIQNIEQYCORH-UHFFFAOYSA-M chembl2028361 Chemical compound [Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=CC=C1 YOCIQNIEQYCORH-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical group C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000008234 soft water Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- 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
- D06P1/00—General 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
- D06P1/44—General 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
- D06P1/673—Inorganic compounds
- D06P1/67333—Salts or hydroxides
- D06P1/67341—Salts or hydroxides of elements different from the alkaline or alkaline-earth metals or with anions containing those elements
-
- 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
- D06P1/00—General 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
- D06P1/44—General 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
- D06P1/46—General 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 using compositions containing natural macromolecular substances or derivatives thereof
- D06P1/48—Derivatives of carbohydrates
- D06P1/50—Derivatives of cellulose
-
- 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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
-
- 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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/68—Preparing azo dyes on the material
Definitions
- the present invention relates to a process for the continuous, even dyeing of cotton piece goods containing portions of abnormal fibers.
- immature or dead cotton fibers As compared with normal fibers, immature or dead cotton fibers have a different morphology (crosssection, twist, wallthickness, staple-length) and a different swelling capacity which determines their behaviour in the dyeing process.
- cellulose ethers are water-soluble and have affinity towards the same dyestuff classes as cellulose itself since they are its derivatives. They can, therefore, be dyed at the same time and in the same shade as cellulose and can be added to a padding liquor in any form
- aqueous solutions of the salts or acid salts of polyvalent metals for example, aluminium or zirconium, especially, however, aluminium sulfate, or of cation-active substances, for example, on the basis of quaternary ammonium compounds
- these cellulose ethers are coagulated or precipitated on the fiber, i.e. fixed in a water-insoluble manner.
- the cellulose ether mainly used in this invention is sodium carboxymethyl cellulose which can be incorparated as finishing agent into the dyestuffs or the dyestuff components, preferably the coupling components.
- cellulose ethers 0.75 to 3 g, preferably, however, 1.5 to 2 g of the cellulose ethers are used per liter of padding liquor, which corresponds to to 200 ml of the 1 percent stock solution per liter.
- Padding liquors of this concentration have a medium viscosity; the thickening effect of the cellulose ethers highly reduces the undesired dyestuff migration during the drying or dwelling period.
- the cellulose ethers do not form foam and act as protective colloids with regard to the other constituents of the liquid, which effect is very useful for the stability of the liquid.
- the amounts of cellulose ethers mentioned the portions of abnormal cotton fibers are completely covered by the dyestuff, the material is given a full handle without a hard board-like feel.
- the cellulose ethers react in the process of the invention with the ions of polyvalent metals while forming stable, insoluble coagulates.
- a metal salt preferably of aluminium sulfate
- Aluminium sulfate has an acid reaction because of hydrolysis and serves, at the same time, as neutralizing agent by which reason in the case of using alkaline dyestuff liquors additional amounts of this precipitating agent are necessary.
- 1.4 g of crystalline aluminium sulfate per ml of sodium hydroxide solution (32.5 if the liquor pickup is equal. This calculation is made only if intermediately dried material is slop-padded on the" foulard.
- the dyeings of the invention can be prepared, for example, using reactive dyestuffs, insoluble azo dyestuffs formed on the fiber or pigment dyestuffs solubilized and precipitated thereafter on the fiber.
- Suitable dyestuffs for the process of the invention are reactive dyestuffs, especially those of the type of sulfatoethylsulfone .compounds or those the reactive constituents of which form a free vinylsulfone group under the action of alkali.
- dyestuffs conta'inin g B-( 2 ,2, 3 ,3-tetrafluorocyclobutyl acryloylamino groups moreover dichloroquinoxaline, dichlorotriazine or monoand dihalogeno-pyrimidine groups.
- insoluble azo dyestuffs of the coupling and diazo components are developed on the fiber according to the twobath pad-drying method, the carboxymethyl cellulose being added to the hot bath containing the coupling component.
- the protective colloids normally used in these impregnation baths can often be spared as the cellulose ether functions itself as anionic colloid.
- the aluminium sulfate (and in the case of diazo dyeings this alone used as the precipitating agent) is added to the developing bath containing the diazo component.
- Part of the suitable diazo compounds in the form of the stabilized fast colour salts however contains aluminium salts alkaline binding agent and therefore smaller amounts of aluminium sulfate are sufficient in some cases or not necessary at all, for example, with the commercial standards of compounds having the Colour Index Numbers 37,010; 37,195 and 37,075.
- the after-treatment is effected in this case by airpa ssage, hot-water-passage (C), rinsing in warm water and soaping on the open-width washing device.
- the soapi ng baths do not contain adjuvants of the usual sequestring agents.
- the textile material so treated was now rolled up at moist state, enveloped in a plastic sheet and allowed to dwell at room temperature for 6 hours.
- the material was passed in the first box of an open-width washing device through a cold aqueous bath which contained 5 g/l of crystalline aluminium sulfate AI (SO 18 B 0, in such a'rnanner" that thequor could act on the material for about 20 seconds.
- crystalline aluminium sulfate AI SO 18 B 0, in such a'rnanner” that thequor could act on the material for about 20 seconds.
- the dyed material was passed through warm and cold rinsing baths. A blue dyeing of good nep covering effect and of a full feel of the material was obtained.
- the above dyestuff is disclosed in US. Pat. No. 3,843,318, Example 7.
- EXAMPLE 3 In an analogous manner as described in Example 1, a dyeing was prepared using 20 g/l of the reactive dyestuff of the formula A navy-blue dyeing of medium depth having a good nep covering effect was obtained.
- EXAMPLE 4 To prepare a cotton dyeing in an analogous manner as described in Example 1, 20 g/l of the reactive dyestuff of the formula so u were used. A brilliant blue shade having a good nepcovering effect was obtained on the material.
- EXAMPLE 5 A brilliant orange dyeing having a good nep covering effect was obtained when the dyeing was carried out in an analogous manner as described in Example 1 using, instead of the dyestuff mentioned therein, in this case 20 g/l of the reactive dyestuff of the formula
- the above dyestuff is disclosed in US. Pat. No. 3,843,318, Example 9.
- the dyed material was passed, after an air passage of 30 seconds at room temperature, through hot water of 70C and further rinsing procedures followed.
- soaping at boiling temperature if necessary
- no sequestring agents and a reduced amount of alkali were used.
- EXAMPLE 8 A brilliant red dyeing was obtained when pad-dyeing in an analogous manner as described in Example 8 and using as coupling component 14 g of the compound of formula v CO-NH -0c n.
- carboxy-methyl cellulose dispersing agent and aluminium sulfate were the same.
- the improvement for the purpose of covering these irregularities, which comprises: impregnating the textile material with an alkaline padding liquor which contains carboxymethyl cellulose and a reactive dyestuff or components of azo developing dyestuff; and then, either after fixation of the reactive dyestuff or simultaneously with the completion of development of the azo dyestuff, precipitating the dyed carboxymethyl cellulose on the fiber surface by treating the goods with a solution of a salt or acid salt of a polyvalent metal or a cationic adjuvant containing quaternary ammonium compounds.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2164734A DE2164734C3 (de) | 1971-12-27 | 1971-12-27 | Verfahren zum kontinuierlichen, gleichmäßigen Färben von Baumwollstückware mit anomalen Faseranteflen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3905762A true US3905762A (en) | 1975-09-16 |
Family
ID=5829318
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US318193A Expired - Lifetime US3905762A (en) | 1971-12-27 | 1972-12-26 | Process for the continuous, even dyeing of cotton piece goods containing portions of abnormal fibers |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3905762A (en, 2012) |
| JP (1) | JPS5119511B2 (en, 2012) |
| CH (2) | CH566441A (en, 2012) |
| DE (1) | DE2164734C3 (en, 2012) |
| GB (1) | GB1415542A (en, 2012) |
| IT (1) | IT972867B (en, 2012) |
| NL (1) | NL7217526A (en, 2012) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4164392A (en) * | 1977-12-22 | 1979-08-14 | Milliken Research Corporation | Textile materials having durable soil release and moisture transport characteristics and process for producing same |
| US4168954A (en) * | 1977-12-22 | 1979-09-25 | Milliken Research Corporation | Textile materials having durable soil release and moisture transport characteristics and process for producing same |
| US5516337A (en) * | 1992-09-02 | 1996-05-14 | Minnesota Mining And Manufacturing Company | Chemical system for providing fibrous materials with stain resistance |
| US5885306A (en) * | 1994-02-01 | 1999-03-23 | Meiji Seika Kaisha, Ltd. | Method for preventing redeposition of desorbed dyes to pre-dyed fabrics or its garments and dye antiredeposition agent |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0658224B1 (en) * | 1992-09-02 | 1997-05-21 | Minnesota Mining And Manufacturing Company | A chemical system for providing fibrous materials with stain resistance |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2215196A (en) * | 1936-09-23 | 1940-09-17 | Gen Aniline & Film Corp | Process of producing color on textile materials |
| US3496007A (en) * | 1964-07-10 | 1970-02-17 | Sho Miyamoto | Method for improving the surfacial properties of fibrous materials |
-
1971
- 1971-12-27 DE DE2164734A patent/DE2164734C3/de not_active Expired
-
1972
- 1972-12-20 CH CH1856772A patent/CH566441A/xx not_active IP Right Cessation
- 1972-12-20 CH CH1856772D patent/CH1856772A4/xx unknown
- 1972-12-21 GB GB5923672A patent/GB1415542A/en not_active Expired
- 1972-12-22 NL NL7217526A patent/NL7217526A/xx unknown
- 1972-12-22 IT IT33524/72A patent/IT972867B/it active
- 1972-12-26 JP JP47129680A patent/JPS5119511B2/ja not_active Expired
- 1972-12-26 US US318193A patent/US3905762A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2215196A (en) * | 1936-09-23 | 1940-09-17 | Gen Aniline & Film Corp | Process of producing color on textile materials |
| US3496007A (en) * | 1964-07-10 | 1970-02-17 | Sho Miyamoto | Method for improving the surfacial properties of fibrous materials |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4164392A (en) * | 1977-12-22 | 1979-08-14 | Milliken Research Corporation | Textile materials having durable soil release and moisture transport characteristics and process for producing same |
| US4168954A (en) * | 1977-12-22 | 1979-09-25 | Milliken Research Corporation | Textile materials having durable soil release and moisture transport characteristics and process for producing same |
| US5516337A (en) * | 1992-09-02 | 1996-05-14 | Minnesota Mining And Manufacturing Company | Chemical system for providing fibrous materials with stain resistance |
| US5885306A (en) * | 1994-02-01 | 1999-03-23 | Meiji Seika Kaisha, Ltd. | Method for preventing redeposition of desorbed dyes to pre-dyed fabrics or its garments and dye antiredeposition agent |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2164734A1 (de) | 1973-07-12 |
| CH1856772A4 (en, 2012) | 1975-03-14 |
| DE2164734C3 (de) | 1975-01-16 |
| GB1415542A (en) | 1975-11-26 |
| JPS5119511B2 (en, 2012) | 1976-06-17 |
| JPS4875878A (en, 2012) | 1973-10-12 |
| NL7217526A (en, 2012) | 1973-06-29 |
| CH566441A (en, 2012) | 1975-09-15 |
| DE2164734B2 (de) | 1974-05-30 |
| IT972867B (it) | 1974-05-31 |
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