EP0801700B1 - Verwendung weissgetönter kunststoffe zum weisstönen von papierstreichmassen und derart weissgetönte papierstreichmassen - Google Patents
Verwendung weissgetönter kunststoffe zum weisstönen von papierstreichmassen und derart weissgetönte papierstreichmassen Download PDFInfo
- Publication number
- EP0801700B1 EP0801700B1 EP95943210A EP95943210A EP0801700B1 EP 0801700 B1 EP0801700 B1 EP 0801700B1 EP 95943210 A EP95943210 A EP 95943210A EP 95943210 A EP95943210 A EP 95943210A EP 0801700 B1 EP0801700 B1 EP 0801700B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- white
- plastics
- paper
- optically
- 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
- 239000011248 coating agent Substances 0.000 title claims abstract description 33
- 238000000576 coating method Methods 0.000 title claims abstract description 33
- 229920003023 plastic Polymers 0.000 title claims abstract description 31
- 239000004033 plastic Substances 0.000 title claims abstract description 31
- 238000005282 brightening Methods 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 title description 4
- 239000006185 dispersion Substances 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 8
- 239000013543 active substance Substances 0.000 claims description 7
- 239000011230 binding agent Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 230000002087 whitening effect Effects 0.000 claims description 5
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 235000019253 formic acid Nutrition 0.000 claims description 3
- 230000003165 hydrotropic effect Effects 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 235000011054 acetic acid Nutrition 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 238000000265 homogenisation Methods 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000843 powder Substances 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000000227 grinding Methods 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000010419 fine particle Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- 229920003180 amino resin Polymers 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000005018 casein Substances 0.000 description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
- 235000021240 caseins Nutrition 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- RXRBXRIWFKOICY-UHFFFAOYSA-N N1=NN=C(C=C1)C(=C(C1=C(C(=C(C=C1)N)S(=O)(=O)O)S(=O)(=O)O)C1=NN=NC=C1)C1=CC=CC=C1 Chemical compound N1=NN=C(C=C1)C(=C(C1=C(C(=C(C=C1)N)S(=O)(=O)O)S(=O)(=O)O)C1=NN=NC=C1)C1=CC=CC=C1 RXRBXRIWFKOICY-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000009837 dry grinding Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- -1 polyethylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/28—Colorants ; Pigments or opacifying agents
- D21H21/285—Colorants ; Pigments or opacifying agents insoluble
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/36—Coatings with pigments
- D21H19/38—Coatings with pigments characterised by the pigments
- D21H19/42—Coatings with pigments characterised by the pigments at least partly organic
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/30—Luminescent or fluorescent substances, e.g. for optical bleaching
Definitions
- the invention relates to white-tinted fine-particle plastics their use for tinting white of paper coating slips based on synthetic binders and paper coating slips, which contain such white-tinted plastics.
- binders for paper coating slips include, for example, butadiene / styrene, styrene / butyl acrylate, Acrylonitrile / butadiene / styrene, styrene / butadiene / acrylic acid alkyl ester, Acrylic acid alkyl ester, ethylene / vinyl chloride and ethylene / vinyl acetate copolymers as well as the homopolymers polyethylene, polyvinyl chloride, polyvinylidene chloride, Polyvinyl acetate and polyaddition compounds such as polyurethanes.
- Water-soluble white toners have also been condensed with aminoplasts and these condensates are particularly recommended for whitening paper coating slips (DE-A-3 112 435). However, these suggestions have been due to insufficient lightfastness and cannot enforce rheological difficulties.
- the invention thus relates to white-tinted, finely divided plastics from the series Polyacrylonitrile and their use for whitening paper coating slips Basis of synthetic binders.
- Another object of the invention are with the help of these white-tinted plastics white-colored paper coating slips.
- Plastics include polyacrylonitriles.
- Preferred polyacrylonitriles have intrinsic viscosities (measured in dimethylformamide at 20 ° C) from 1.18 to 2.22 dl / g.
- fine-particle are plastic powders with a (as weight average determined) particle size of less than 1 micron.
- Preferred White tones result in comparatively high light fastness on textile fibers - Measured in the Xenotest based on the guidelines for determining the Color fastness according to DIN 54004 - from at least 4, preferably from 5 to 7.
- the white-tinted plastics contain white-tinted polyacrylonitrile with white tones of the formulas (1) or (2).
- the fine-particle white-tinted plastics can be powdered into the paper coating slips be incorporated. In most cases, however, it should be more convenient to use the finely divided plastics before or after the application of the whitener in aqueous Disperse phase and, if necessary, after the white toner is applied has been, the aqueous plastic dispersion obtained in the paper coating slips to incorporate.
- plastic dispersions can A) 1 to 30 wt .-%, preferably 5 to 25% by weight of the whitened polymers, B) 1 to 50% by weight, preferably 5 to 20% by weight of surface-active substances, C) 0 to 15% by weight of preservative and D) Contain 20 to 98 wt .-%, preferably 55 to 90 wt .-% water, with up to Half of the water from hydrotropic substances, e.g. Ethylene glycol or glycerin can be replaced and the percentages are based on the sum of A + B + D Respectively.
- hydrotropic substances e.g. Ethylene glycol or glycerin
- Anionic, cationic and / or nonionic can be used as surface-active substances surface-active substances are used, such as in methods of Organic Chemistry (Houben-Weyl), 4th ed., Vol. XIV / I, Georg Thieme Verlag, Stuttgart 1961, p. 190 f. and in DE-A-2 334 769, pages 8 to 10 (GB-A-1 417 071).
- Dispersions of the invention Fine-particle white-tinted plastics can be used, for example, as follows getting produced:
- the powdery polymers are first treated with those for the selected one Suitable white toners in aqueous systems at temperatures from 60 ° C to to the cooking temperature until the whiteners are completely drawn onto the substrate. If necessary, additional aids are used.
- the white tones can also be melted onto the corresponding ones Polymer materials are fixed.
- the amount of white toner used on the substrate depends on the desired lightening effect; it is between 0.01 and 5% by weight of pure active substance, based on the plastic used (solid).
- the isolated white-tinted plastic powder is then homogenized after the addition of a surface-active substance and, if appropriate, water, with vigorous stirring.
- the amount of the surface-active substance can then be increased, if necessary to the total amount required for the stability of the dispersion.
- the suspension obtained is then comminuted and ground wet. Pre-crushing can be done using stone or tooth colloid mills. The subsequent wet comminution can take place in colloid, vibratory, cone and vibromills as well as in dissolvers or in sub-micron dispersers.
- continuous agitator mills with grinding media preferably those made of SiO 2 with a diameter of 0.2 to 5 mm, are preferably used.
- the isolated white-tinted plastic powder can also be used after dry grinding can be incorporated directly into the paper coating slips.
- a particularly advantageous option is a dispersion of white-tinted plastic
- the combination of the whitening process and the grinding process represents:
- the powdered plastic is comminuted wet together with the corresponding white toner, water and surface-active substances at temperatures from 60 ° C. to the boiling temperature, if appropriate after homogenization and pre-comminution, as described above.
- the complete brightening takes place during the grinding process in the grinder, preferably in a continuous agitator mill with SiO 2 grinding media.
- the amount of white toner used in the paper coating slip depends on the target White effect. In general, 0.01 to 0.5% by weight of pure white toner is sufficient (based on the solids of the paper coating slip to be lightened). A special The advantage is that, depending on the coating composition, the attainable graying limit is extremely high.
- Example 3 Paper coating slip (not according to the invention)
- the coating slips 3 and 4 a) -c) are applied to paper with the aid of a hand-held squeegee or an experimental coating system and dried at 80.degree.
- Table 2 shows the degree of whiteness CIE of the papers after production and after exposure (1 week in daylight). example White tone usage control in % Whiteness CIE Whiteness drop due to exposure before exposure after exposure 3) without WT 71.4 71 0.4 4 a) 0.037 94.4 93.2 1.5 4 b) 0.065 101.8 100.8 1 4 c) 0.088 107.4 106.1 1.3
- the papers according to the invention show a very low concentration of white toner both an increased degree of whiteness and a significantly improved light fastness.
Landscapes
- Paper (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SI9530524T SI0801700T1 (en) | 1995-01-05 | 1995-12-27 | Use of optically brightened plastics for optically brightening paper-coating compounds and paper-coating compounds optically brightened in this manner |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19500195A DE19500195A1 (de) | 1995-01-05 | 1995-01-05 | Verwendung weißgetönter Kunststoffe zum Weißtönen von Papierstreichmassen und derart weißgetönte Papierstreichmassen |
DE19500195 | 1995-01-05 | ||
PCT/EP1995/005133 WO1996021062A1 (de) | 1995-01-05 | 1995-12-27 | Verwendung weissgetönter kunststoffe zum weisstönen von papierstreichmassen und derart weissgetönte papierstreichmassen |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0801700A1 EP0801700A1 (de) | 1997-10-22 |
EP0801700B1 true EP0801700B1 (de) | 2001-11-14 |
Family
ID=7751028
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95943210A Expired - Lifetime EP0801700B1 (de) | 1995-01-05 | 1995-12-27 | Verwendung weissgetönter kunststoffe zum weisstönen von papierstreichmassen und derart weissgetönte papierstreichmassen |
Country Status (7)
Country | Link |
---|---|
US (1) | US6387296B1 (ja) |
EP (1) | EP0801700B1 (ja) |
JP (1) | JPH10512626A (ja) |
AT (1) | ATE208843T1 (ja) |
DE (2) | DE19500195A1 (ja) |
FI (1) | FI972850A (ja) |
WO (1) | WO1996021062A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007085337A1 (en) * | 2006-01-26 | 2007-08-02 | Clariant International Ltd | Process for producing optically brightened paper |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19644014C2 (de) * | 1996-10-31 | 1999-07-22 | Stora Publication Paper Ag | Papier mit Aufzeichnungsschicht und Verfahren zu seiner Herstellung |
DE19732032A1 (de) * | 1997-07-25 | 1999-01-28 | Bayer Ag | Weißgetönte Polymerisate sowie ihre Verwendung in Streichmassen für die Beschichtung von Substraten |
DE19732860A1 (de) * | 1997-07-30 | 1999-02-04 | Merck Patent Gmbh | Lasermarkierbare Papiere und Kartonagen |
FI103801B1 (fi) | 1998-02-24 | 1999-09-30 | Kemira Chemicals Oy | Menetelmä pigmenttien valkaisemiseksi |
KR100698921B1 (ko) | 1999-08-05 | 2007-03-26 | 시바 스페셜티 케미칼스 홀딩 인크. | 종이 피복 조성물을 형광증백시키기 위한 형광증백 안료 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4005098A (en) * | 1968-03-16 | 1977-01-25 | Bayer Aktiengesellschaft | Triazolyl-coumarins |
EP0074590A2 (de) * | 1981-09-16 | 1983-03-23 | Bayer Ag | Präparationen optischer Aufheller |
Family Cites Families (31)
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---|---|---|---|---|
BE568156A (ja) | 1957-06-06 | |||
US3625952A (en) * | 1967-01-20 | 1971-12-07 | Farlenfabriken Bayer Ag | 7-triazolyl-3-phenyl-coumarins |
CH527874A (de) * | 1969-06-13 | 1972-09-15 | Ciba Geigy Ag | Verwendung von Arylvinyl-v-triazolen zum optischen Aufhellen von nichttextilen organischen Materialien |
US4055565A (en) * | 1969-12-30 | 1977-10-25 | Sumitomo Chemical Company, Limited | Optical brightening agents of naphthalimide derivatives |
US3684764A (en) * | 1970-04-13 | 1972-08-15 | Bennett George Buell | Brightening polyvinyl chloride and polyolefin plastics with 2-naphthylnaphthoxazoles |
GB1294173A (en) | 1970-06-02 | 1972-10-25 | Ici Ltd | Coating compositions |
GB1349934A (en) | 1970-08-13 | 1974-04-10 | Ici Ltd | Coating process |
CH569128B5 (ja) * | 1971-12-30 | 1975-11-14 | Ciba Geigy Ag | |
GB1399632A (en) | 1972-07-13 | 1975-07-02 | Leo Pharm Prod Ltd | Sulphamoyl-benzoic acids |
US3926963A (en) * | 1973-04-20 | 1975-12-16 | Ciba Geigy Ag | New benzoxazolylstilbenes as optical brighteners |
LU76819A1 (ja) * | 1977-02-22 | 1978-10-18 | ||
DE2902470A1 (de) * | 1979-01-23 | 1980-07-31 | Bayer Ag | Cumarin-verbindungen |
DE2935638A1 (de) * | 1979-09-04 | 1981-03-12 | Hoechst Ag, 6000 Frankfurt | Disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbmittel. |
US4386965A (en) | 1980-07-03 | 1983-06-07 | Ciba-Geigy Corporation | Process for obtaining coating compositions of improved whiteness |
JPS5725364A (en) * | 1980-07-22 | 1982-02-10 | Showa Kagaku Kogyo Kk | Dyestuff salt |
DE3112435A1 (de) | 1981-03-28 | 1982-10-07 | Bayer Ag, 5090 Leverkusen | Waessrige aminoplastdispersionen |
JPS5875151A (ja) * | 1981-10-29 | 1983-05-06 | Fuji Photo Film Co Ltd | 写真印画紙用樹脂コ−テイング紙の製造方法 |
DE3502038A1 (de) | 1985-01-23 | 1986-07-24 | Sandoz-Patent-GmbH, 7850 Lörrach | Waessrige aufhellerpraeparate und deren verwendung im papierstrich |
JPH0610739B2 (ja) * | 1985-04-12 | 1994-02-09 | 富士写真フイルム株式会社 | 写真印画紙用支持体およびその製法 |
JPH0618926B2 (ja) * | 1985-05-02 | 1994-03-16 | 住友化学工業株式会社 | 紫外線吸収剤 |
US4609591A (en) * | 1985-05-10 | 1986-09-02 | Owens-Corning Fiberglas Corporation | Non-aqueous coating for glass fibers and glass fibers coated therewith |
DE3627859A1 (de) * | 1986-08-16 | 1988-02-25 | Schoeller F Jun Gmbh Co Kg | Fotografischer papiertraeger mit einer wasserfesten beschichtung aus einem polyolefin |
DE3643215A1 (de) | 1986-12-18 | 1988-06-30 | Bayer Ag | Weisstoenerhaltige papierstreichmassen |
JPH02106397A (ja) * | 1988-10-14 | 1990-04-18 | Fuji Photo Film Co Ltd | 熱転写受像材料 |
US5213888A (en) * | 1988-10-20 | 1993-05-25 | Mitsubishi Paper Mills Limited | Alkyl-substituted 2,2'-(1,4-naphthalenediyl)dibenzoxazole and photographic support comprising the same |
US5106989A (en) * | 1988-10-20 | 1992-04-21 | Mitsubishi Paper Mills Limited | Alkyl-substituted 2,2'-(1,4-naphthalenediyl)dibenzoxazole and photographic support comprising the same |
NO903004L (no) | 1989-07-21 | 1991-01-22 | Bayer Ag | Fremgangsmaate for hvittoning av papirbestrykningsmasser samt hvittoningspreparater for fremgangsmaaten. |
US5198330A (en) * | 1991-10-11 | 1993-03-30 | Eastman Kodak Company | Photographic element with optical brighteners having reduced migration |
US5302576A (en) * | 1992-01-31 | 1994-04-12 | Kanzaki Paper Mfg. Co., Ltd. | Image-receiving paper for thermal transfer recording system and method of producing it |
US5317048A (en) * | 1992-09-30 | 1994-05-31 | Great Lakes Chemical Corporation | Ultra white N,N'-ethylene-bis(tetrabromophthalimide) and its production in acetic acid |
US5362614A (en) * | 1993-02-12 | 1994-11-08 | Fuji Photo Film Co., Ltd. | Photographic printing paper support |
-
1995
- 1995-01-05 DE DE19500195A patent/DE19500195A1/de not_active Withdrawn
- 1995-12-27 WO PCT/EP1995/005133 patent/WO1996021062A1/de active IP Right Grant
- 1995-12-27 AT AT95943210T patent/ATE208843T1/de not_active IP Right Cessation
- 1995-12-27 JP JP8520717A patent/JPH10512626A/ja active Pending
- 1995-12-27 EP EP95943210A patent/EP0801700B1/de not_active Expired - Lifetime
- 1995-12-27 US US08/860,503 patent/US6387296B1/en not_active Expired - Fee Related
- 1995-12-27 DE DE59509850T patent/DE59509850D1/de not_active Expired - Fee Related
-
1997
- 1997-07-03 FI FI972850A patent/FI972850A/fi unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
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US4005098A (en) * | 1968-03-16 | 1977-01-25 | Bayer Aktiengesellschaft | Triazolyl-coumarins |
EP0074590A2 (de) * | 1981-09-16 | 1983-03-23 | Bayer Ag | Präparationen optischer Aufheller |
Non-Patent Citations (1)
Title |
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"Encyclopedia of ChemicalTechnology", 1978, KIRK-OTHMER, NEW YORK * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007085337A1 (en) * | 2006-01-26 | 2007-08-02 | Clariant International Ltd | Process for producing optically brightened paper |
Also Published As
Publication number | Publication date |
---|---|
US6387296B1 (en) | 2002-05-14 |
FI972850A0 (fi) | 1997-07-03 |
EP0801700A1 (de) | 1997-10-22 |
JPH10512626A (ja) | 1998-12-02 |
DE59509850D1 (de) | 2001-12-20 |
FI972850A (fi) | 1997-07-03 |
WO1996021062A1 (de) | 1996-07-11 |
DE19500195A1 (de) | 1996-07-11 |
ATE208843T1 (de) | 2001-11-15 |
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