EP0280652B1 - Procédé d'amélioration du degré de blancheur de matière textile contenant du polyester - Google Patents
Procédé d'amélioration du degré de blancheur de matière textile contenant du polyester Download PDFInfo
- Publication number
- EP0280652B1 EP0280652B1 EP88810104A EP88810104A EP0280652B1 EP 0280652 B1 EP0280652 B1 EP 0280652B1 EP 88810104 A EP88810104 A EP 88810104A EP 88810104 A EP88810104 A EP 88810104A EP 0280652 B1 EP0280652 B1 EP 0280652B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- whiteness
- compound
- booster
- polyester
- stilbene
- 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 description 20
- 229920000728 polyester Polymers 0.000 title claims description 13
- 239000000463 material Substances 0.000 title claims description 11
- 239000004753 textile Substances 0.000 title claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 21
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 claims description 7
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 claims description 7
- 235000021286 stilbenes Nutrition 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 238000010521 absorption reaction Methods 0.000 claims description 4
- -1 stilbene compound Chemical class 0.000 claims description 3
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000006081 fluorescent whitening agent Substances 0.000 claims 5
- RNIZPDIBRXCMRD-UHFFFAOYSA-N 4-[2-(4-cyanophenyl)ethenyl]benzonitrile Chemical compound C1=CC(C#N)=CC=C1C=CC1=CC=C(C#N)C=C1 RNIZPDIBRXCMRD-UHFFFAOYSA-N 0.000 claims 1
- PYFMRNYLNFRWQD-UHFFFAOYSA-N 5-tert-butyl-2-(4-methylphenyl)-1,3-benzoxazole Chemical compound C1=CC(C)=CC=C1C1=NC2=CC(C(C)(C)C)=CC=C2O1 PYFMRNYLNFRWQD-UHFFFAOYSA-N 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- DLDMSMRLGYFVHW-UHFFFAOYSA-N ethyl 4-[2-(4-ethoxycarbonylphenyl)ethenyl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1C=CC1=CC=C(C(=O)OCC)C=C1 DLDMSMRLGYFVHW-UHFFFAOYSA-N 0.000 claims 1
- 230000002087 whitening effect Effects 0.000 claims 1
- 230000003287 optical effect Effects 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 3
- 239000004744 fabric Substances 0.000 description 2
- FYGHRTSDRSCANY-UHFFFAOYSA-N 2,4-dimethoxy-6-pyren-1-yl-1,3,5-triazine Chemical compound COC1=NC(OC)=NC(C=2C3=CC=C4C=CC=C5C=CC(C3=C54)=CC=2)=N1 FYGHRTSDRSCANY-UHFFFAOYSA-N 0.000 description 1
- WFYSPVCBIJCZPX-UHFFFAOYSA-N 2-[4-(1,3-benzoxazol-2-yl)naphthalen-1-yl]-1,3-benzoxazole Chemical compound C12=CC=CC=C2C(C=2OC3=CC=CC=C3N=2)=CC=C1C1=NC2=CC=CC=C2O1 WFYSPVCBIJCZPX-UHFFFAOYSA-N 0.000 description 1
- OYFQEYSHWTVUPT-UHFFFAOYSA-N 2-benzo[e]benzotriazol-2-yl-6-[2-(4-chlorophenyl)ethenyl]benzonitrile Chemical compound C1=CC(Cl)=CC=C1C=CC1=CC=CC(N2N=C3C4=CC=CC=C4C=CC3=N2)=C1C#N OYFQEYSHWTVUPT-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 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
- D06L4/60—Optical bleaching or brightening
- D06L4/65—Optical bleaching or brightening with mixtures of optical brighteners
Definitions
- the invention relates to a method for increasing the whiteness of polyester-containing textile material by combined application of optical brighteners with so-called boosters on the material.
- Compounds that absorb short-wave UV light and transmit the absorbed energy to the brightener are referred to as boosters.
- boosters Compounds that absorb short-wave UV light and transmit the absorbed energy to the brightener are referred to as boosters.
- Boosters are fluorescent compounds that absorb in the range from 300 to 350 nm and fluoresce at 350 to 390 nm. The fluorescence of the booster thus lies in the absorption range of the brightener, which leads to increased activity of the brightener and, in the case of many brighteners, to an appreciable increase in the degree of whiteness of the treated polyester-containing textile material.
- DE-A-3503136 discloses a process for increasing the degree of whiteness in optically brightened polyolefins and polystyrene in that they additionally contain a sterically hindered heterocyclic amine in addition to optical brighteners.
- FR-A-1 601 823, FR-A-2 390 537, FR-A-2 356 761 and EP-A-0 035 694 describe methods for increasing the whiteness of polyester-containing textile material by applying mixtures of different optical brighteners.
- the compounds which are suitable as boosters for an additional increase in whiteness in connection with a known optical brightener for polyester fibers and textile material containing polyester include some stilbene compounds, for example unsubstituted stilbene or stilbene substituted by cyan or C 1 -C 9 -alkoxycarbonyl groups, and some Heterocyclic compounds containing nitrogen and oxygen, for example 2- (diphenylyl) -5- (4-tert-butylphenyl) -1,3,4-oxidiazole, 2- (diphenylyl) benzoxazole and 2- (p-tolyl) -5 -tert.-butyl-benzoxazole.
- the preferred booster used is 4,4'-bis (cyan) stilbene or 4,4'-bis (ethoxycarbonyl) stilbene, which can be recrystallized beforehand from a solvent, for example dimethylformamide.
- a number of compounds known for lightening polyester-containing textile material can be used as optical brighteners for the process according to the invention, for example 2,4-dimethoxy-6- (1-pyrenyl) -1,3,5-triazine, N-methyl-4, 5-diethoxynaphthalimide, 2- (4-chlorostyryl-2-cyanophenyl) naphthotriazole and 1,4-bis (benzoxazol-2-yl) naphthalene.
- optical brightener and booster for the method according to the invention, it was found that there are specific combinations in which the booster has a particularly activating effect on the brightener. While a booster together with a certain brightener can bring about an additional whiteness increase of up to 15 whiteness units, the same booster has little or no influence on another brightener as expected.
- the present invention also relates to means for optically brightening polyester-containing textile material which contain an optical brightener and a compound which is fluorescent in its absorption region as a booster.
- the preparation according to the invention can be prepared by dispersing the individual compounds in a liquid medium, e.g. Water, and then be made by combining the dispersions. But you can also disperse a mixture of the individual compounds in bulk, which is done in a conventional manner in ball mills, bead mills or the like.
- a liquid medium e.g. Water
- the agents according to the invention can be applied to the polyester-containing textile material by known methods, for example by the exhaust process at 90 to 140 ° C or by the padding thermal process at 160 to 220 C.
- the application is advantageously carried out in an aqueous medium in which the compounds are in finely divided form as Suspensions, so-called microdispersions, or optionally solutions.
- dispersants, stabilizers, wetting agents and other auxiliaries can be added during application.
- a polyester fabric (Terylene type 540) is padded at room temperature with an aqueous liquor containing 0.5 g / l of the optical brightener of the formula 1 g / l of the compound of the formula and 1 g / l Invadin JFC 200%.
- the squeezing effect is 70%.
- the mixture is then dried at a temperature of 70 ° C. for 30 minutes and then heat-set at 200 ° C. for 30 seconds.
- the polyester fabric treated in this way has a lightening effect which is 8 degrees of whiteness above the whiteness if no compound of the formula 2 is used.
- optical brightener of the formula is used according to the same procedure as in Example 1 and the compound of formula 3 previously recrystallized from dimethylformamide gives an increase in whiteness compared to the use of the compound of formula 4 alone of 9 whiteness units.
- optical brightener of the formula is used according to the same procedure as in Example 1 and the compound of formula 3 previously recrystallized from dimethylformamide gives a whiteness increase compared to the use of formula 5 alone of 11 whiteness units.
- optical brightener of the formula is used according to the same procedure as in Example 1 and the compound of formula 3 previously recrystallized from dimethylformamide gives a whiteness increase compared to the use of the brightener of formula 6 alone of over 20 whiteness units.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Detergent Compositions (AREA)
Claims (7)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH74087 | 1987-02-26 | ||
| CH740/87 | 1987-02-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0280652A1 EP0280652A1 (fr) | 1988-08-31 |
| EP0280652B1 true EP0280652B1 (fr) | 1992-09-16 |
Family
ID=4194104
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP88810104A Expired - Lifetime EP0280652B1 (fr) | 1987-02-26 | 1988-02-22 | Procédé d'amélioration du degré de blancheur de matière textile contenant du polyester |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4830763A (fr) |
| EP (1) | EP0280652B1 (fr) |
| JP (1) | JP2634422B2 (fr) |
| DE (1) | DE3874566D1 (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6835333B2 (en) * | 2002-05-07 | 2004-12-28 | Milliken & Company | Combinations for use as toners in polyesters |
| CN112853526A (zh) * | 2020-12-30 | 2021-05-28 | 湖北鸿鑫化工有限公司 | 一种提高pp扁丝白度的方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA580757A (fr) * | 1959-08-04 | E. Siegrist Adolf | Procede pour le traitement de matieres sensibles a des rayons ultra-violets | |
| US3555071A (en) * | 1967-10-17 | 1971-01-12 | Upjohn Co | Isocyanatostilbenes |
| US3595801A (en) * | 1967-12-29 | 1971-07-27 | Hoechst Ag | Aqueous dispersions of mixtures of benzoxazole derivatives and their use as optical brighteners |
| US3679669A (en) * | 1970-09-23 | 1972-07-25 | Ciba Geigy Ag | Phenyl-1,3,4-oxdiazole compounds |
| US4217301A (en) * | 1973-11-19 | 1980-08-12 | Ciba-Geigy Corporation | Cyano-substituted stilbene compounds |
| US3957813A (en) * | 1974-07-01 | 1976-05-18 | Eastman Kodak Company | Benzoxazolyl phenyl aromatic ester compounds and their use as ultraviolet stabilizers in organic compositions |
| DE2629703C3 (de) * | 1976-07-02 | 1981-07-23 | Hoechst Ag, 6000 Frankfurt | Aufhellermischungen und deren Verwendung |
| DE2721084C3 (de) * | 1977-05-11 | 1981-02-26 | Hoechst Ag, 6000 Frankfurt | Mischungen von optischen Aufhellern |
| JPS5442479A (en) * | 1977-09-12 | 1979-04-04 | Mitsui Toatsu Chemicals | Fluorecent brightening of synthetic fiber material in organic solvent |
| DE2929687A1 (de) * | 1979-07-21 | 1981-02-12 | Hoechst Ag | Mischungen von optischen aufhellern |
| DE3008812A1 (de) * | 1980-03-07 | 1981-09-24 | Hoechst Ag, 6000 Frankfurt | Mischungen von optischen aufhellern |
| DE3119992A1 (de) * | 1981-05-20 | 1982-12-23 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von ethylenverbindungen |
| CH656379A5 (de) * | 1981-06-12 | 1986-06-30 | Ciba Geigy Ag | Stilbenverbindungen. |
| DE3312164A1 (de) * | 1983-04-02 | 1984-10-04 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von stilben-dicarbonitrilen |
| JPS6147176A (ja) * | 1984-08-10 | 1986-03-07 | Matsushita Electric Ind Co Ltd | 高周波加熱装置 |
-
1988
- 1988-02-16 US US07/156,114 patent/US4830763A/en not_active Expired - Fee Related
- 1988-02-22 DE DE8888810104T patent/DE3874566D1/de not_active Expired - Lifetime
- 1988-02-22 EP EP88810104A patent/EP0280652B1/fr not_active Expired - Lifetime
- 1988-02-26 JP JP63042446A patent/JP2634422B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US4830763A (en) | 1989-05-16 |
| JPS63227862A (ja) | 1988-09-22 |
| JP2634422B2 (ja) | 1997-07-23 |
| EP0280652A1 (fr) | 1988-08-31 |
| DE3874566D1 (de) | 1992-10-22 |
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