CA1152680A - Process for colouring linear polyesters in the melt - Google Patents
Process for colouring linear polyesters in the meltInfo
- Publication number
- CA1152680A CA1152680A CA000378407A CA378407A CA1152680A CA 1152680 A CA1152680 A CA 1152680A CA 000378407 A CA000378407 A CA 000378407A CA 378407 A CA378407 A CA 378407A CA 1152680 A CA1152680 A CA 1152680A
- Authority
- CA
- Canada
- Prior art keywords
- formula
- melt
- colorant
- colouring
- linear polyesters
- 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
- 238000000034 method Methods 0.000 title claims abstract description 16
- 229920000728 polyester Polymers 0.000 title claims abstract description 12
- 239000000155 melt Substances 0.000 title claims abstract description 8
- 238000004040 coloring Methods 0.000 title claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims abstract 4
- 239000003086 colorant Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 9
- -1 methylsulfonyloxy Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- ZNQIAQXHADXXQI-UHFFFAOYSA-N 1-anilino-4-hydroxyanthracene-9,10-dione Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(O)=CC=C1NC1=CC=CC=C1 ZNQIAQXHADXXQI-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 241001589086 Bellapiscis medius Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 229910001919 chlorite Inorganic materials 0.000 description 1
- 229910052619 chlorite group Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- QBWCMBCROVPCKQ-UHFFFAOYSA-N chlorous acid Chemical compound OCl=O QBWCMBCROVPCKQ-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000005165 hydroxybenzoic acids Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229940036051 sojourn Drugs 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/514—N-aryl derivatives
- C09B1/5145—N-aryl derivatives only amino and hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH418680 | 1980-05-29 | ||
| CH4186/80-0 | 1980-05-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1152680A true CA1152680A (en) | 1983-08-23 |
Family
ID=4271392
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000378407A Expired CA1152680A (en) | 1980-05-29 | 1981-05-27 | Process for colouring linear polyesters in the melt |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4344767A (enExample) |
| EP (1) | EP0041477B1 (enExample) |
| JP (1) | JPS5721454A (enExample) |
| CA (1) | CA1152680A (enExample) |
| DE (1) | DE3169008D1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4642200A (en) * | 1985-06-03 | 1987-02-10 | Plastic Specialties And Technologies, Inc. | Stain-resistant antimony organic sulfur-containing compounds and vinyl halide resins containing same |
| US4806270A (en) * | 1987-02-06 | 1989-02-21 | Synthetic Products Company | Stain-resistant antimony organic sulfur-containing compounds and vinyl halide resins containing same |
| US4804719A (en) * | 1988-02-05 | 1989-02-14 | Eastman Kodak Company | Water-dissipatable polyester and polyester-amides containing copolymerized colorants |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL124633C (enExample) * | 1963-07-19 | |||
| US3421828A (en) * | 1963-07-19 | 1969-01-14 | Geigy Ag J R | Sulfuric acid ester derivatives of 1-anilino - 4 - hydroxy - anthraquinone and mixtures |
| FR92461E (fr) | 1964-08-29 | 1968-11-15 | Cassella Farbwerke Mainkur Ag | Nouveaux colorants de la série de l'anthraquinone, leur préparation et leurs applications |
| GB1409941A (en) * | 1973-03-02 | 1975-10-15 | Ici Ltd | Colouration of polyesters |
| CH624436A5 (enExample) * | 1976-11-02 | 1981-07-31 | Ciba Geigy Ag | |
| DE2835067A1 (de) * | 1978-08-10 | 1980-02-21 | Bayer Ag | Anthrachinon-derivate |
-
1981
- 1981-05-20 US US06/265,472 patent/US4344767A/en not_active Expired - Lifetime
- 1981-05-25 EP EP81810197A patent/EP0041477B1/de not_active Expired
- 1981-05-25 DE DE8181810197T patent/DE3169008D1/de not_active Expired
- 1981-05-27 CA CA000378407A patent/CA1152680A/en not_active Expired
- 1981-05-29 JP JP8372581A patent/JPS5721454A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| EP0041477B1 (de) | 1985-02-20 |
| JPS5721454A (en) | 1982-02-04 |
| JPH0128778B2 (enExample) | 1989-06-05 |
| DE3169008D1 (en) | 1985-03-28 |
| EP0041477A1 (de) | 1981-12-09 |
| US4344767A (en) | 1982-08-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |