EP0011814B1 - Procédé de teinture des mélanges de polyester et laine - Google Patents
Procédé de teinture des mélanges de polyester et laine Download PDFInfo
- Publication number
- EP0011814B1 EP0011814B1 EP79104617A EP79104617A EP0011814B1 EP 0011814 B1 EP0011814 B1 EP 0011814B1 EP 79104617 A EP79104617 A EP 79104617A EP 79104617 A EP79104617 A EP 79104617A EP 0011814 B1 EP0011814 B1 EP 0011814B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polyester
- dyeing
- wool
- alkyl
- carriers
- 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
Links
- 238000004043 dyeing Methods 0.000 title claims description 19
- 229920000728 polyester Polymers 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 11
- 210000002268 wool Anatomy 0.000 title claims description 6
- 239000000203 mixture Substances 0.000 title description 4
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 description 7
- 239000000986 disperse dye Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- -1 didecyl sulfonylsulfonyl sulfonyl sulfonylsulfonyl sulfonylsulfonic acid Chemical class 0.000 description 5
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical compound ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- NQMUGNMMFTYOHK-UHFFFAOYSA-N 1-methoxynaphthalene Chemical class C1=CC=C2C(OC)=CC=CC2=C1 NQMUGNMMFTYOHK-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- XEMRAKSQROQPBR-UHFFFAOYSA-N (trichloromethyl)benzene Chemical class ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 description 1
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- UTGSRNVBAFCOEU-UHFFFAOYSA-N 1,4-dichloro-2,5-dimethylbenzene Chemical compound CC1=CC(Cl)=C(C)C=C1Cl UTGSRNVBAFCOEU-UHFFFAOYSA-N 0.000 description 1
- UIEVCEQLNUHDIF-UHFFFAOYSA-N 1-chloro-2,4-dimethylbenzene Chemical compound CC1=CC=C(Cl)C(C)=C1 UIEVCEQLNUHDIF-UHFFFAOYSA-N 0.000 description 1
- KZNRNQGTVRTDPN-UHFFFAOYSA-N 2-chloro-1,4-dimethylbenzene Chemical compound CC1=CC=C(C)C(Cl)=C1 KZNRNQGTVRTDPN-UHFFFAOYSA-N 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 150000004816 dichlorobenzenes Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000005171 halobenzenes Chemical class 0.000 description 1
- 231100000334 hepatotoxic Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004753 textile Substances 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
- D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/6515—Hydrocarbons
- D06P1/65156—Halogen-containing hydrocarbons
Definitions
- the required amounts of the chlorinated alkylbenzenes of the formula (I) to be used according to the invention can easily be determined from case to case by preliminary search. In general, amounts of 1 to 7 g per liter of dyeing liquor have proven themselves in the usual liquor ratios of 1: 5 to 1:40, or 10 to 40 g per liter of padding liquor.
- chlorinated alkyl benzenes to be used according to the invention are well compatible with other carriers, they can also be used in a mixture with known other carriers.
- the chlorinated alkyl benzenes of the formula (I) to be used according to the invention are advantageously used together with anionic or nonionic emulsifiers or dispersants.
- the disperse dyes used in the dyeing process according to the invention are the disperse dyes usually used for dyeing polyesters and cellulose esters, as described, for example, in "Color Index” Vol. 2, pp. 2483-2741, 3rd edition (1971).
- the dyeing of the structures consisting of polyesters or cellulose esters and wool in the presence of the chlorinated alkylbenzenes to be used according to the invention is carried out by customary continuous or batch processes; The following may be mentioned as such: the customary process operating at 98 ° C., the high temperature and the thermosol process.
- the isomer mixtures such as those obtained in the industrial chlorination of toluene, have been found to be particularly suitable.
- Threads, fibers, fabrics, knitted fabrics, films and foils made of polyesters, such as polyterephthalic acid glycol esters, or polyesters made of 1,4-bis (hydroxymethyl) cyclohexane and terephthalic acid, and cellulose esters, e.g. Cellulose triacetate, with disperse dyes in deep shades and excellent to dye evenly.
- polyesters such as polyterephthalic acid glycol esters, or polyesters made of 1,4-bis (hydroxymethyl) cyclohexane and terephthalic acid
- cellulose esters e.g. Cellulose triacetate
- Disperse dyes such as halobenzenes, alkyl phthalimides, aromatic carboxylic acid esters, methyl and methoxynaphthalenes, diphenyl, diphenyl ether, o-, m-up-oxydiphenyls or p-oxydiphenyl ethers.
- halobenzenes alkyl phthalimides
- aromatic carboxylic acid esters methyl and methoxynaphthalenes
- diphenyl diphenyl ether
- o-, m-up-oxydiphenyls or p-oxydiphenyl ethers o-, m-up-oxydiphenyls or p-oxydiphenyl ethers.
- Diphenyl has good carrier properties, but it has the disadvantage of causing stains on the textiles because, due to its high melting point, it easily crystallizes out in the dyebaths and emulsifies poorly when the baths are heated.
- Diphenyl ether has the disadvantage that its carrier activity depends strongly on the constitution of the disperse dye used, and therefore when dyeing with dye combinations, e.g. those for the production of gray and olive tones, no reproducible colorations can be obtained.
- p-oxy-diphenyl has good carrier properties, it cannot be used as a carrier in the normal dyeing process at 98-100 ° C, since it is still solid at these temperatures. It also affects the lightfastness of the dyeings.
- chlorinated alkylbenzenes to be used according to the invention have the advantages over these carriers mentioned. that they do not cause stains, that they do not adversely affect the lightfastness of the dyeings, that their effectiveness is independent of the dye constitution, that they can therefore be used to produce reproducible combination dyeings and that the odor nuisance is low.
- the chlorinated alkyl benzenes have the advantage that they are effective even in lower concentrations. It should also be emphasized that they at least do not impair the build-up capacity of the disperse dyes, if not improve them, as do other carriers which retain the dyes in the dyebath. Another advantage is the excellent compensation for thread structure differences of heat-set polyester material.
- a combination with 1,2,4-trichlorobenzene has proven to be particularly advantageous. While a pure trichlorobenzene setting already crystallizes at + 10 ° C to + 17 ° C, suitable combinations with dichlorotoluene result in freezing points down to - 20 ° C.
- the compounds (I) to be used according to the invention are superior in terms of constitution to the closest chlorobenzene even that the wool portion is less soiled when dyeing the polyester portion of polyester-wool blended materials.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2852027 | 1978-12-01 | ||
DE19782852027 DE2852027A1 (de) | 1978-12-01 | 1978-12-01 | Verfahren zum faerben von polyesterhaltigen materialien |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0011814A1 EP0011814A1 (fr) | 1980-06-11 |
EP0011814B1 true EP0011814B1 (fr) | 1983-02-16 |
Family
ID=6056083
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP79104617A Expired EP0011814B1 (fr) | 1978-12-01 | 1979-11-21 | Procédé de teinture des mélanges de polyester et laine |
Country Status (5)
Country | Link |
---|---|
US (1) | US4279614A (fr) |
EP (1) | EP0011814B1 (fr) |
JP (1) | JPS5580585A (fr) |
BR (1) | BR7907800A (fr) |
DE (2) | DE2852027A1 (fr) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1307482C (fr) * | 1987-11-09 | 1992-09-15 | Ronald G. Schoner | Vecteurs et sequences d'expression dans la preparation de polypeptides |
US5112292A (en) * | 1989-01-09 | 1992-05-12 | American Biomed, Inc. | Helifoil pump |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1069902A (fr) * | 1953-01-16 | 1954-07-13 | Hoechst Ag | Procédé de teinture d'articles obtenus à partir de chlorure de polyvinyle ou de copolymères dérivant du chlorure de vinyle et articles ainsi teints |
DE1199732B (de) * | 1957-01-05 | 1965-09-02 | Kuhlmann Ets | Verfahren zum Faerben bzw. Bedrucken von Polyesterfasern |
FR2006021A1 (fr) * | 1968-04-10 | 1969-12-19 | Ici Ltd | Procede de teinture de fibres synthetiques |
NL6809649A (fr) * | 1968-07-09 | 1968-11-25 | ||
US3644079A (en) * | 1969-07-11 | 1972-02-22 | Collins & Aikman Corp | Method for improving the dyeability and for heat setting synthetic linear polyesters |
US3650663A (en) * | 1969-09-15 | 1972-03-21 | Collins & Aikman Corp | Method for treating synthetic linear polyesters fibers and film in the vapor phase to improve the dyeability and to heat set said polyesters |
US3644080A (en) * | 1969-09-15 | 1972-02-22 | Collins & Aikman Co | Method of printing synthetic linear polyester sheet materials |
US3992143A (en) * | 1971-03-23 | 1976-11-16 | Bayer Aktiengesellschaft | Exhaust process for the dyeing of synthetic fiber materials |
NL7204838A (fr) * | 1971-04-14 | 1972-10-17 | ||
US3894842A (en) * | 1972-03-10 | 1975-07-15 | Hoechst Ag | Process for preparing dyeings and prints fast to light on synthetic fibers |
US4013408A (en) * | 1973-05-09 | 1977-03-22 | Ciba-Geigy Corporation | Exhaust process for the dyeing of synthetic organic textile materials in navy blue to black shades |
US4018558A (en) * | 1973-05-09 | 1977-04-19 | Ciba-Geigy Corporation | Exhaust process for the dyeing of synthetic organic textile material in navy blue to black shades |
-
1978
- 1978-12-01 DE DE19782852027 patent/DE2852027A1/de not_active Withdrawn
-
1979
- 1979-11-14 US US06/093,951 patent/US4279614A/en not_active Expired - Lifetime
- 1979-11-21 DE DE7979104617T patent/DE2964858D1/de not_active Expired
- 1979-11-21 EP EP79104617A patent/EP0011814B1/fr not_active Expired
- 1979-11-29 JP JP15495479A patent/JPS5580585A/ja active Pending
- 1979-11-30 BR BR7907800A patent/BR7907800A/pt unknown
Also Published As
Publication number | Publication date |
---|---|
US4279614A (en) | 1981-07-21 |
DE2852027A1 (de) | 1980-06-12 |
JPS5580585A (en) | 1980-06-17 |
EP0011814A1 (fr) | 1980-06-11 |
BR7907800A (pt) | 1980-06-24 |
DE2964858D1 (en) | 1983-03-24 |
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