US3894842A - Process for preparing dyeings and prints fast to light on synthetic fibers - Google Patents
Process for preparing dyeings and prints fast to light on synthetic fibers Download PDFInfo
- Publication number
- US3894842A US3894842A US338026A US33802673A US3894842A US 3894842 A US3894842 A US 3894842A US 338026 A US338026 A US 338026A US 33802673 A US33802673 A US 33802673A US 3894842 A US3894842 A US 3894842A
- Authority
- US
- United States
- Prior art keywords
- dyeings
- prints
- light
- dyeing
- preparing
- 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
- 238000004043 dyeing Methods 0.000 title claims abstract description 38
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 239000012209 synthetic fiber Substances 0.000 title description 3
- 229920002994 synthetic fiber Polymers 0.000 title description 3
- 239000000835 fiber Substances 0.000 claims abstract description 14
- 229920000728 polyester Polymers 0.000 claims abstract description 9
- 239000000969 carrier Substances 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 11
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 claims description 5
- -1 aliphatic alcohols Chemical class 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 4
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 150000008282 halocarbons Chemical class 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 230000001737 promoting effect Effects 0.000 claims description 2
- 239000003791 organic solvent mixture Substances 0.000 abstract description 4
- 239000004753 textile Substances 0.000 abstract description 3
- 239000002657 fibrous material Substances 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical class C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 7
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- 235000010290 biphenyl Nutrition 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 125000006267 biphenyl group Chemical group 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 238000004383 yellowing Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229940073584 methylene chloride Drugs 0.000 description 3
- 235000010292 orthophenyl phenol Nutrition 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- 238000005282 brightening Methods 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical class ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- 244000144992 flock Species 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000002829 reductive effect Effects 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
- D06P1/90—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 dyes dissolved in organic solvents or aqueous emulsions thereof
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
Definitions
- aromatic carboxylic acid esters 2. chlorinated aromatic hydrocarbons 3. phenol derivatives and diphenyl, and
- naphthalene derivatives The carrier substances of groups (1) and (2), for example benzoic acid methyl ester, salicy-lic acid methyl ester, mono-, diand trichlorobenzenes or -toluenes and similar compounds do not affect the fastness to light of the dyeings or may be removed from the fiber by a simple treatment, for example, by drying in the air or at temperatures which are usual in the industry, or lower.
- the carriers of groups (3) and (4) are mainly composed on the basis of o-phenylphenol or its alkali metal salts, diphenyl and methylnaphthalenes.
- the diphenyl shows the best reaction.
- a light heat treatment for example at drying temperatures which are usual in the industry, the diphenyl remaining in the fiber during the dyeing process can be eliminated to such an extent that a yellowing and thus a deterioration of the fastness to light does no longer occur.
- o-phenylphenol and particularly methylnaphthalenes can only be removed from the fiber by a special aftertreatment with heat, a treatment which has absolutely nothing to do with the term drying.
- a temperature of at least 140C is necessary at which the dried goods have to be treated for at least 3 minutes in order to remove the carrier remainders to such an extent that a deterioration of the fastness to light of the dyed goods can no longer be observed.
- dyeings and prints which are fast to light and not capable of being affected by dyeing accelerators can be prepared with insoluble dyestuffs on synthetic fiber material, preferably linear polyester fibers, by subjecting the dyeings and prints prepared in the usual manner on textile articles with aqueous dyestuff preparations with the aid of carriers to an aftertreatment in an organic solvent or solvent mixture.
- organic solvents for the aftertreating baths there may be used according to the present process halogenated especially aliphatic hydrocarbons, alcohols, ethers, esters, etc. preferably organic solvents known from the dry-cleaning, for example perchloroethylene, trichloroethylene, l,l l-trichloroethylene, gazolines, l,2,2-trifluorotrichloroethane, methylene chloride and also lower aliphatic alcohols having one to three carbon atoms.
- the dyed textile materials can be aftertreated subsequently at a temperature between the freezing point and the boiling point of the organic solvent used, preferably and practically at a temperature between 20C and 80C.
- the time of treatment depends on the temperature of the aftertreating bath and is generally between 5 and 15 minutes.
- a high temperature is selected for the aftertreating bath which is sufficiently high to be accepted according to the results of the preliminary test without too strong a staining of the aftertreating bath or an obvious brightening of the aftertreated dyeing occuring.
- the process of the present invention is first of all suitable for dyeings on polyester fibers or mixtures of such fibers with other fibers in all stages of processing, for example flocks, slubbings, cables, filaments, yarns, fabrics, knitted fabrics, non-Wovens or finished articles.
- This process is particularly suitable for the aftertreatment of, for example, finished articles in dry cleaning plants where a heating of the solvent bath is possible.
- EXAMPLE A cross-wound bobbin made of polyester staple fiber yarn was treated for 90 minutes at 97C to 98C at a goods-to-liquor ratio of 1 20 in a dyebath containing calculated on the weight of the dry goods l of the disperse dyestuff of the formula and 4 g/l of a commercial carrier on the basis of methylnaphthalene, the pH of the dyebath being adjusted to 5.5 by means of acetic acid.
- the samples aftertreated at 20C showed only a slightly weaker yellowing than the dyeing which had not been subjected to an aftertreatment.
- the samples aftertreated at 60C and 90C showed, as already demonstrated at the treatment at 60C, no deterioration of the fastness to light.
- the solvent dyebath was strongly stained and the dyeing distinctly bleached.
- the tests carried out at other temperatures in perchloroethylene and those carried out in other solvents at the temperatures as indicated did in no case lead to a distinct staining of the aftertreating baths or to visible brightenings of the dyeings.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19722211679 DE2211679C3 (de) | 1972-03-10 | Verfahren zur Herstellung lichtechter Färbungen und Drucke auf Textilmaterial aus Polyesterfasern |
Publications (1)
Publication Number | Publication Date |
---|---|
US3894842A true US3894842A (en) | 1975-07-15 |
Family
ID=5838567
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US338026A Expired - Lifetime US3894842A (en) | 1972-03-10 | 1973-03-05 | Process for preparing dyeings and prints fast to light on synthetic fibers |
Country Status (8)
Country | Link |
---|---|
US (1) | US3894842A (enrdf_load_stackoverflow) |
JP (1) | JPS49582A (enrdf_load_stackoverflow) |
BE (1) | BE796630A (enrdf_load_stackoverflow) |
CA (1) | CA1007007A (enrdf_load_stackoverflow) |
CH (2) | CH333973A4 (enrdf_load_stackoverflow) |
FR (1) | FR2175921B1 (enrdf_load_stackoverflow) |
GB (1) | GB1418422A (enrdf_load_stackoverflow) |
IT (1) | IT981238B (enrdf_load_stackoverflow) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4121899A (en) * | 1977-03-04 | 1978-10-24 | Milliken Research Corporation | Condensation dyeing |
US4279614A (en) * | 1978-12-01 | 1981-07-21 | Bayer Aktiengesellschaft | Process for dyeing polyester-containing materials |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5518261Y2 (enrdf_load_stackoverflow) * | 1975-04-01 | 1980-04-26 | ||
JPS58153622A (ja) * | 1982-03-09 | 1983-09-12 | Daifuku Co Ltd | 合成樹脂パレツトの生産方法 |
JPH0544283Y2 (enrdf_load_stackoverflow) * | 1988-09-30 | 1993-11-10 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3667898A (en) * | 1969-05-26 | 1972-06-06 | Dow Chemical Co | Process for dyeing textile materials from organic solvent media |
US3706525A (en) * | 1971-03-08 | 1972-12-19 | Du Pont | Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution |
US3764262A (en) * | 1969-09-11 | 1973-10-09 | Bayer Ag | Process for the dyeing and printing of textile materials |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1249896A (en) * | 1968-11-29 | 1971-10-13 | Du Pont | Dyeing process |
-
1973
- 1973-03-05 US US338026A patent/US3894842A/en not_active Expired - Lifetime
- 1973-03-07 CH CH333973D patent/CH333973A4/xx unknown
- 1973-03-07 CH CH333973A patent/CH571114B5/xx not_active IP Right Cessation
- 1973-03-08 JP JP48026683A patent/JPS49582A/ja active Pending
- 1973-03-08 IT IT21359/73A patent/IT981238B/it active
- 1973-03-09 GB GB1141873A patent/GB1418422A/en not_active Expired
- 1973-03-09 CA CA165,703A patent/CA1007007A/en not_active Expired
- 1973-03-12 FR FR7308715A patent/FR2175921B1/fr not_active Expired
- 1973-03-12 BE BE128671A patent/BE796630A/xx unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3667898A (en) * | 1969-05-26 | 1972-06-06 | Dow Chemical Co | Process for dyeing textile materials from organic solvent media |
US3764262A (en) * | 1969-09-11 | 1973-10-09 | Bayer Ag | Process for the dyeing and printing of textile materials |
US3706525A (en) * | 1971-03-08 | 1972-12-19 | Du Pont | Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4121899A (en) * | 1977-03-04 | 1978-10-24 | Milliken Research Corporation | Condensation dyeing |
US4279614A (en) * | 1978-12-01 | 1981-07-21 | Bayer Aktiengesellschaft | Process for dyeing polyester-containing materials |
Also Published As
Publication number | Publication date |
---|---|
CH333973A4 (enrdf_load_stackoverflow) | 1975-06-30 |
FR2175921B1 (enrdf_load_stackoverflow) | 1976-11-05 |
GB1418422A (en) | 1975-12-17 |
DE2211679A1 (de) | 1973-09-20 |
CH571114B5 (enrdf_load_stackoverflow) | 1975-12-31 |
IT981238B (it) | 1974-10-10 |
BE796630A (fr) | 1973-09-12 |
FR2175921A1 (enrdf_load_stackoverflow) | 1973-10-26 |
CA1007007A (en) | 1977-03-22 |
DE2211679B2 (de) | 1976-12-30 |
JPS49582A (enrdf_load_stackoverflow) | 1974-01-07 |
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