EP0704524A1 - Verfahren zum Entfärben von Jeansstoffen - Google Patents
Verfahren zum Entfärben von Jeansstoffen Download PDFInfo
- Publication number
- EP0704524A1 EP0704524A1 EP95402007A EP95402007A EP0704524A1 EP 0704524 A1 EP0704524 A1 EP 0704524A1 EP 95402007 A EP95402007 A EP 95402007A EP 95402007 A EP95402007 A EP 95402007A EP 0704524 A1 EP0704524 A1 EP 0704524A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fabric
- anionic
- cationic
- surfactant
- acid
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims description 24
- 230000008569 process Effects 0.000 title claims description 17
- 238000002845 discoloration Methods 0.000 title claims description 8
- 239000004744 fabric Substances 0.000 claims abstract description 51
- 238000011282 treatment Methods 0.000 claims abstract description 22
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000012286 potassium permanganate Substances 0.000 claims abstract description 15
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 14
- 125000000129 anionic group Chemical group 0.000 claims abstract description 13
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 13
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 13
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 9
- 125000002091 cationic group Chemical group 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000002280 amphoteric surfactant Substances 0.000 claims abstract description 6
- 235000006408 oxalic acid Nutrition 0.000 claims abstract description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- RMGVZKRVHHSUIM-UHFFFAOYSA-N dithionic acid Chemical compound OS(=O)(=O)S(O)(=O)=O RMGVZKRVHHSUIM-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000012188 paraffin wax Substances 0.000 claims abstract description 3
- 239000004094 surface-active agent Substances 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 10
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- -1 alkali metal salts Chemical class 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 239000012736 aqueous medium Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 150000003871 sulfonates Chemical class 0.000 claims description 2
- 238000005406 washing Methods 0.000 abstract description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract description 2
- 150000001447 alkali salts Chemical class 0.000 abstract 2
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 210000001519 tissue Anatomy 0.000 description 16
- 238000004061 bleaching Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000008262 pumice Substances 0.000 description 5
- 239000004575 stone Substances 0.000 description 5
- YXZRCLVVNRLPTP-UHFFFAOYSA-J turquoise blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].NC1=NC(Cl)=NC(NC=2C=C(NS(=O)(=O)C3=CC=4C(=C5NC=4NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)NC=4NC(=C6C=C(C=CC6=4)S([O-])(=O)=O)NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)N5)C=C3)C(=CC=2)S([O-])(=O)=O)=N1 YXZRCLVVNRLPTP-UHFFFAOYSA-J 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 241000083869 Polyommatus dorylas Species 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 3
- 229940001584 sodium metabisulfite Drugs 0.000 description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 description 3
- 239000012209 synthetic fiber Substances 0.000 description 3
- 229920002994 synthetic fiber Polymers 0.000 description 3
- 108010084185 Cellulases Proteins 0.000 description 2
- 102000005575 Cellulases Human genes 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229940088598 enzyme Drugs 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 229940097275 indigo Drugs 0.000 description 2
- 238000005488 sandblasting Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- JYLNVJYYQQXNEK-UHFFFAOYSA-N 3-amino-2-(4-chlorophenyl)-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(CN)C1=CC=C(Cl)C=C1 JYLNVJYYQQXNEK-UHFFFAOYSA-N 0.000 description 1
- 108010059892 Cellulase Proteins 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 229940106157 cellulase Drugs 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009990 desizing Methods 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000019239 indanthrene blue RS Nutrition 0.000 description 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/30—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using reducing agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
- D06L4/13—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using inorganic agents
Definitions
- the present invention relates to a new process for bleaching jeans fabrics.
- the denim fabric (twill, canvas, etc.), or Denim, intended inter alia for making clothes of the same name, is a fabric mainly made of cotton, possibly mixed with synthetic fibers such as polyester, including the weft threads are bleached and the warp threads generally dyed with indigo, or more rarely with other dyes, such as indanthrene dyes, direct dyes (substantives) or reactive dyes.
- the known aging processes are not without drawbacks: embrittlement of the cellulose, rejection of chlorinated derivatives, high chemical oxygen demand (COD) of waste water, odor pollution, alteration of the metallic parts of the garment, in particular rivets and buttons.
- the Applicant has surprisingly discovered a new process for bleaching denim fabric, with little or no reduction in the resistance of the fiber, producing odorless aqueous discharges, free of chlorinated products and having a low COD, easy to carry out industrially, economical, not altering the appearance of the metallic parts of the garment, and making it possible to obtain in a reliable and reproducible manner, a range of varied aspects both in the intensity of the discoloration and in the shade of the color and the speckled or melted character of the dye.
- the object of the present invention is a method partial or total discoloration of jean fabrics, either as is or made up of the desired commercial item, making it possible to obtain a range of varied aspects, carried out in an aqueous medium, at room temperature, in the presence of a water-soluble salt of permanganic acid, characterized in that, depending on the desired appearance, it is produced at a pH either between 3.5 and 6.5, or between 7.5 and 9, and in the presence of one or more surfactants, either anionic, cationic or amphoteric, optionally in admixture with one or more nonionic surfactants, then the fabrics, after optionally one or more washes with water, are subjected to treatment with an aqueous solution of a reducing agent, designated below R.
- a reducing agent designated below R.
- water-soluble salt of permanganic acid hereinafter designated P
- P water-soluble salt of permanganic acid
- MnO4Na sodium permanganate
- MnO4K potassium permanganate
- MnO4NH4 ammonium permanganate
- P is potassium permanganate.
- anionic surfactants are meant those notably cited in the work: “Anionic surfactant", volume 1, -Surfactant Science Series - Warner M. LINFIELD, Marcel Dekker Inc., New-York, 1976 "as for example, a C10-C10 alkanesulfonic acid salt, a sulfonated petroleum with a molecular weight of less than 300, a C10 alkylarylsulfonic acid salt and more, a fatty acid salt.
- amphoteric surfactants are meant those especially described in Kirk-Othmer, Encyclopedia of Chemical Technology, Wiley Interscience 3rd edition, Vol. 22, page 384 et seq.
- cationic surfactants is meant quaternary ammoniums having one or more C12-C18 alkyl groups such as (C12-C18) dimethylbenzylammonium alkyl chlorides.
- nonionic surfactants those cited in particular in the work “Non-ionic surfactant, volume 1, - Surfactant Science Series - Martin J. SCHICK, Marcel Dekker Inc., New-York, 1967 ", such as a fatty acid ester, an esterified polyol or a condensation product of 8 to 10 moles ethylene oxide or propylene oxide or mixtures thereof with either a C9 alkanol or more, or a C8 alkylphenol or more, or a fatty acid, or a C10 alkylamine and more.
- reducing agent an agent capable of annihilating the oxidizing power of the salt of permanganic acid used, such as for example hydrogen peroxide, an acid or a mixture of organic or mineral acids, optionally salified by an alkali metal such as oxalic acid, sulfurous acid, dithionic acid.
- the reducing agent is oxalic acid, sodium metabisulfite or hydrogen peroxide.
- alkali metal sodium or potassium
- the desired appearance is obtained by the combinations, on the one hand of the pH value of the treatment bath, by the cationic, anionic, amphoteric nature of the surfactant (s) used, and on the other hand by the nature of the agent reducing agent and the amount of P.
- the amount of P conditions the intensity of the discoloration, the character of the surfactant (s) influences the melted or speckled appearance, also denoted by l 'skilled in the art by "sharpness", as well as on the more or less gray shade, knowing that when a cationic surfactant is used, one tends towards navy blue and that the sharpness is also improved, that the use of an anionic surfactant does not modify the sharpness but leads the shade to a turquoise blue, and that the use of a nonionic surfactant retains the original shade of the fabric, and therefore it can be used as a mixture with one or more surfactants of either anionic, cationic or amphoteric character, without altering their behavior on the appearance of the fabric.
- amphoteric surfactants their actions on the appearance of the tissue is a function of the pH of the medium in which they are used; at an acidic pH they have an effect substantially identical to the cationic surfactants and, in an alkaline medium, they have an effect substantially identical to the anionic surfactants.
- the amount of cationic, anionic or amphoteric surfactant (s) used is less than or equal to 5% by weight relative to the weight of the fabric used.
- the acidic or basic character of the bath mainly conditions the contrast between warp and weft thread: an acid pH gives more relief to the fabric and a basic pH leads to a fabric with a flatter appearance.
- R the nature of the reducing agent, R, has no influence on the shade of the shade of the fabric, unless R is hydrogen peroxide, in which case the reducing treatment gives more radiance to the tint.
- up to 5% by weight, based on the weight of the tissue, of one or more anionic and / or nonionic surfactants can be introduced into the bath containing the reducing agent.
- fabrics which have undergone sandblasting can be used. You can also perform the process of the invention in the presence of pumice stones in order to reinforce the wear effect of the fabric.
- the implementation of the present invention provides the skilled person with many advantages: the metal parts of the clothing thus treated come out of the treatment shiny and shiny, they do not need to be varnished, the loss of resistance of the fabric is low, energy consumption is reduced compared to usual bleaching methods, and above all it makes it possible to easily obtain the desired final appearance even on denim fabrics containing synthetic fibers.
- the invention also relates to the fabrics obtained by the process of the invention.
- the fabrics or articles made with denim fabrics discolored by the process of the invention can be, after treatment with the reducing bath, either wrung and dried according to processes known per se, or used in the wet state below finishing treatments: softening, soaping, brightening, without their appearance obtained by the process of the invention being modified.
- the present invention finally relates to a method of making a garment or denim article, characterized in that a fabric produced by the method as defined above is used as fabric.
- Example 4 is repeated, but 8 minutes after the end of the introduction into the aqueous potassium permanganate solution, 0.7% by weight, based on the weight of the fabric, of sodium paraffin sulfonates is introduced into the bath.
- C13-C17 whose sulfo groups are attached to secondary carbon atoms and the treatment is continued as in Example 4.
- Example 4 it can be seen that the addition to the bath of anionic surfactants during the treatment with potassium permanganate did not modify either the relief or the sharpness of the tissue but only the shade.
- Example 4 is reproduced in the presence of 0.5% by weight relative to the weight of the tissue, of a nonionic surfactant (nonylphenol ethoxylated with 8 moles of ethylene oxide).
- a fabric is obtained having the same appearance as that obtained in Example 4, which shows that the addition of a nonionic surfactant to the cationic surfactant has no influence on the appearance of the tissue.
- Example 9 is repeated in the presence of 0.5% by weight relative to the weight of the nonylphenol tissue ethoxylated with 8 moles of ethylene oxide. At the end of the treatment, a fabric is obtained which has the same appearance as that obtained in Example 9, which shows that the addition of a nonionic surfactant to the anionic surfactant has no influence on the appearance fabric.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Coloring (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9411748A FR2725218B1 (fr) | 1994-09-30 | 1994-09-30 | Procede de decoloration des tissus de jean |
| FR9411748 | 1994-09-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0704524A1 true EP0704524A1 (de) | 1996-04-03 |
Family
ID=9467480
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP95402007A Withdrawn EP0704524A1 (de) | 1994-09-30 | 1995-09-05 | Verfahren zum Entfärben von Jeansstoffen |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0704524A1 (de) |
| FR (1) | FR2725218B1 (de) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4961749A (en) * | 1989-08-01 | 1990-10-09 | P.B. & S. Chemical Company, Inc. | Process for removing permanganate stains from articles |
| US5017301A (en) * | 1988-01-27 | 1991-05-21 | General Chemical Corporation | Method for permanganate bleaching of fabric and garments |
| BE1004693A3 (nl) * | 1991-03-07 | 1993-01-12 | Publar Anstalt | Werkwijze voor het behandelen van textiel en produkt voor het uitvoeren daarvan. |
-
1994
- 1994-09-30 FR FR9411748A patent/FR2725218B1/fr not_active Expired - Fee Related
-
1995
- 1995-09-05 EP EP95402007A patent/EP0704524A1/de not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5017301A (en) * | 1988-01-27 | 1991-05-21 | General Chemical Corporation | Method for permanganate bleaching of fabric and garments |
| US4961749A (en) * | 1989-08-01 | 1990-10-09 | P.B. & S. Chemical Company, Inc. | Process for removing permanganate stains from articles |
| BE1004693A3 (nl) * | 1991-03-07 | 1993-01-12 | Publar Anstalt | Werkwijze voor het behandelen van textiel en produkt voor het uitvoeren daarvan. |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2725218B1 (fr) | 1996-12-20 |
| FR2725218A1 (fr) | 1996-04-05 |
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