EP0043790A1 - Procédé d'augmentation ou d'amélioration de l'effet de blanchiment lors du blanchiment optique de compositions d'enduction - Google Patents
Procédé d'augmentation ou d'amélioration de l'effet de blanchiment lors du blanchiment optique de compositions d'enduction Download PDFInfo
- Publication number
- EP0043790A1 EP0043790A1 EP81810008A EP81810008A EP0043790A1 EP 0043790 A1 EP0043790 A1 EP 0043790A1 EP 81810008 A EP81810008 A EP 81810008A EP 81810008 A EP81810008 A EP 81810008A EP 0043790 A1 EP0043790 A1 EP 0043790A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- brightener
- coating
- phosphoric acid
- radical
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 28
- 230000003287 optical effect Effects 0.000 title claims description 11
- 238000005282 brightening Methods 0.000 title claims description 7
- 239000008199 coating composition Substances 0.000 title abstract description 7
- 230000002087 whitening effect Effects 0.000 title description 4
- 239000011248 coating agent Substances 0.000 claims abstract description 85
- 238000000576 coating method Methods 0.000 claims abstract description 85
- -1 alkali metal salt Chemical class 0.000 claims abstract description 40
- 150000001412 amines Chemical class 0.000 claims abstract description 35
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 24
- 150000003014 phosphoric acid esters Chemical class 0.000 claims abstract description 20
- 239000002253 acid Substances 0.000 claims abstract description 18
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- CRRDQPVUJDCGLU-UHFFFAOYSA-N N1=NN=C(C=C1)NC(=C(C=1C(=CC=CC=1)S(=O)(=O)O)NC1=NN=NC=C1)C=1C(=CC=CC=1)S(=O)(=O)O Chemical class N1=NN=C(C=C1)NC(=C(C=1C(=CC=CC=1)S(=O)(=O)O)NC1=NN=NC=C1)C=1C(=CC=CC=1)S(=O)(=O)O CRRDQPVUJDCGLU-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 11
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 10
- 239000011111 cardboard Substances 0.000 claims abstract description 9
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 9
- 239000011087 paperboard Substances 0.000 claims abstract description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 8
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 8
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 5
- 229910001413 alkali metal ion Inorganic materials 0.000 claims abstract description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
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- 239000000047 product Substances 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 25
- 150000002148 esters Chemical class 0.000 claims description 23
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 14
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- 150000004665 fatty acids Chemical class 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 12
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- 239000010695 polyglycol Substances 0.000 claims description 7
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- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 claims description 7
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- 235000013877 carbamide Nutrition 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethyl sulfoxide Natural products CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
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- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
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- 150000001298 alcohols Chemical class 0.000 claims description 3
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical class OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
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- 239000003960 organic solvent Substances 0.000 claims description 3
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- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 3
- 239000003760 tallow Substances 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-O bis(2-hydroxyethyl)azanium Chemical compound OCC[NH2+]CCO ZBCBWPMODOFKDW-UHFFFAOYSA-O 0.000 claims description 2
- ATLPLEZDTSBZQG-UHFFFAOYSA-L dioxido-oxo-propan-2-yl-$l^{5}-phosphane Chemical compound CC(C)P([O-])([O-])=O ATLPLEZDTSBZQG-UHFFFAOYSA-L 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims description 2
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- 150000003672 ureas Chemical class 0.000 claims description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000006295 amino methylene group Chemical group [H]N(*)C([H])([H])* 0.000 claims 1
- 239000006081 fluorescent whitening agent Substances 0.000 abstract 3
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000000123 paper Substances 0.000 description 41
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 24
- 239000000243 solution Substances 0.000 description 22
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 17
- 229920002472 Starch Polymers 0.000 description 12
- 235000019698 starch Nutrition 0.000 description 12
- 239000011230 binding agent Substances 0.000 description 11
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- 229940093476 ethylene glycol Drugs 0.000 description 9
- 239000002585 base Substances 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 229910021529 ammonia Inorganic materials 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 6
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 150000003839 salts Chemical group 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
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- 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 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 3
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 3
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- 239000005018 casein Substances 0.000 description 3
- 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 3
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- 229920001577 copolymer Polymers 0.000 description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 3
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 3
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- 229910052759 nickel Inorganic materials 0.000 description 3
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- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000005341 metaphosphate group Chemical group 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 235000019960 monoglycerides of fatty acid Nutrition 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- ZBZSVGXZAPNCSY-UHFFFAOYSA-N phenyl octanoate Chemical compound CCCCCCCC(=O)OC1=CC=CC=C1 ZBZSVGXZAPNCSY-UHFFFAOYSA-N 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 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
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000005374 primary esters Chemical class 0.000 description 1
- ATLPLEZDTSBZQG-UHFFFAOYSA-N propan-2-ylphosphonic acid Chemical compound CC(C)P(O)(O)=O ATLPLEZDTSBZQG-UHFFFAOYSA-N 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000008028 secondary esters Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229960001147 triclofos Drugs 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000010626 work up procedure Methods 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
- D21H21/30—Luminescent or fluorescent substances, e.g. for optical bleaching
-
- 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
- D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
- D21H19/62—Macromolecular organic compounds or oligomers thereof obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Definitions
- the present invention relates to a method for increasing or improving the white effect in the optical brightening of coating slips for the coating of paper or cardboard with the aid of brighteners of the bis-triazinylaminostilbene-2,2'-disulfonic acid series and optically brightened coating slips and with these coating slips coated paper or cardboard.
- Brighteners from the class of bis-triazinylaminostilbene-2,2'-disulfonic acids are also suitable for lightening paper.
- problems arise depending on the brightener and depending on the composition of the coating slip so that either insufficient white effects are obtained or that some brighteners are out of the question for application in certain coating slips.
- DE-OSes 28 06 194 and 28 06 195 disclose coating compositions to which a dispersion brightener, but also bis-triazinylaminostilbene-2,2'-disulfonic acid brightener, mixed with water, an organic liquid boiling above 150 ° C, e.g. Triethyl phosphate, trioctyl phosphate, tricresyl phosphate or trichloroethyl phosphate, and a solubilizer, e.g. a non-ionic emulsifier is added.
- This method is mainly suitable for dispersion brighteners.
- the use of relatively expensive, high-boiling organic solvents is not advantageous for various reasons.
- This object was surprisingly achieved by adding an acidic phosphoric acid ester of a fatty amine oxalkylation product of the formula (1) below to the coating slip in addition to the brightener.
- This measure significantly improves the whiteness of the lightened coating slips, in particular at higher brightener concentrations, and the undesired greening is avoided.
- the degree of whiteness increases practically linearly with the logarithm of the increasing brightener concentration, so that very high degrees of whiteness can be achieved.
- R is an aliphatic hydrocarbon radical having 8-22 carbon atoms
- y 1 and Y 2 both hydrogen or one of these two symbols hydrogen and the other methyl
- X the acid radical of phosphoric acid
- the acidic hydrogen atoms of this residue can be replaced by alkali metal, ammonium or amine salt ions
- m and n are integers, the sum n + m being between 2 and 30.
- the aliphatic radical R preferably denotes an alkyl or alkenyl radical (branched or unbranched) having 10 to 18 carbon atoms.
- Auxiliaries which can preferably be used correspond to the formula wherein R 'is an alkyl or alkenyl radical having 10 to 18 carbon atoms, X' the acid radical of phosphoric acid, the acidic hydrogen atoms of this radical can also be replaced by alkali metal or ammonium ions and n 'and m' are integers, the Sum n '+ m' is between 4 and 20.
- the radical R need not have a certain number of carbon atoms, but it can also be a mixture of hydrocarbon chains of different lengths, as is the case with many fatty amines derived from natural fats.
- a preferred residue of this type is the hydrocarbon residue of tallow fatty amine.
- Y and Y 2 are preferably hydrogen.
- the acid component of the ester of formula (1) is phosphoric acid.
- X is therefore the rest of the phosphoric acid.
- the terminal OH groups of the ethylene oxide or propylene oxide chains can be completely or only partially esterified.
- the number of acidic hydrogen atoms in the phosphoric acid residue X is not an integral number.
- These acidic hydrogen atoms can also be replaced by alkali metal, ammonium or amine salt ions, so that the residue X is in salt form.
- the radical X is preferably in its acidic form.
- Bis-triazinylaminostilbene-2,2'-disulphonic acid brighteners which are used according to the invention for the optical brightening of coating slips are, in particular, those of the formula used, in which M is hydrogen, an alkali metal, ammonium or amine salt ion, R 1 and R 2 NH 2 , NH-CH 3 , NH-C 2 H 5 , N (CH 3 ) 2 , N (C 2 H 5 ) 2 , NH-CH 2 -CH 2 -OH, NH-CH 2 -CH 2 -CH 2 -OH, N (CH 2 -CH 2 -OH) 2 , N (CH 2 -CH 2 -CH 2 -OH) 2 , N (CH 3 ) (CH 2 -CH 2 -OH) , NH-CH 2 -CH 2 -O-CH 2 -CH 2 -OH, NH-CH 2 -CH 2 -SO 2 M, OH, OCH 3 , OCH (CH
- a brightener of the formula is preferably used wherein R 1 -NHCH 2 CH 2 OH, -N (CH 2 CH 2 OH) 2 , -N (CH 2 CH 3 ) 2 or or and M 'is hydrogen or an alkali metal ion, an ammonium, diethanolammonium or triethanolammonium ion.
- M denotes an alkali metal ion, in particular a sodium or potassium ion, an ammonium ion or an amine salt ion, for example a primary one or secondary alkyl amines, where the alkyl group (s) can be substituted by halogen, hydroxy (eg ethanolamine, diethanolamine, triethanolamine) or alkoxy or a cyclic amine, eg a piperidine, pyrrolidine, piperazine or morpholine.
- the acidic hydrogen atoms in the phosphoric acid residue X of the compounds of formula (1) or (2) can optionally be replaced by the same ions as defined for M above.
- the rest X is then in salt form.
- Non-ionic or anionic surfactants, organic solubilizers and / or certain organic polar compounds can be considered as such additional aids.
- the acidic phosphoric acid esters of fatty amine oxalkylation products of the formula (1) used in the process according to the invention are known and can be obtained simply by esterification of a fatty amine oxalkylation product of the formula wherein the general symbols as defined in formula (1) can be obtained with phosphoric acid, phosphorus pentoxide or a halide of phosphoric acid.
- the reaction with phosphorus pentoxide is preferred.
- the esterification is conveniently carried out by simply mixing the reactants with heating, for example to 50-100 ° C.
- the acidic esters can be converted into the corresponding salts (alkali metal, ammonium or amine salts), for example in a conventional manner by adding the corresponding bases, for example ammonia, monoethanolamine, triethanolamine, alkali metal hydroxides.
- the addition products of the formula (5) are known and can be prepared in a known manner by adding 2 to 30 mol of ethylene oxide or propylene oxide to an aliphatic amine having a hydrocarbon radical of 8 to 22 carbon atoms.
- the process according to the invention is expediently carried out in such a way that, for example, the brightener, an acidic phosphoric acid ester of a fatty amine oxalkylation product of the formula (1) and, if appropriate, one or more of the above-mentioned additional auxiliaries, individually and for the respective coating liquor which is prepared in the customary manner mixed in in any order and finely divided therein, for example at temperatures between 10 and 150 ° C.
- the whitening agent can also be mixed with an acidic phosphoric acid ester of a fatty amine oxalkylation product of the formula (1) and optionally with one or more of the above-mentioned additional auxiliaries, advantageously with the addition of water, before the addition to the coating liquor, and the whitening agent preparation obtained can then, are added to the coating liquor as described above.
- the finished coating slip can then be used to coat paper or cardboard with conventional coating apparatus, for example with an air knife, a doctor blade, a brush, a roller, a doctor blade, a rod or another coating apparatus customary in the paper industry.
- the amount of compound of the formula (1) used in the process according to the invention can vary within wide limits. Even at a ratio of brightener to compound of the formula (1) of 1: 0 9 5, positive effects are observed. This ratio is preferably 1: 1 to 1: 5, in particular 1: 1 to 1: 3. With a ratio of 1: 2, particularly good effects are achieved. It would also be entirely possible to use more compound of the formula (1) than corresponds to the ratio 1: 5; however, this is both out In practice, it is not practical for economic reasons or because of the associated influence on the consistency of the coating slip.
- the amount of optional aids can vary within wide limits. The ratio of brightener to these aids can be between 1: 0.1 to 1:10, depending on the type of aid used (see also examples).
- the amount of brightener that is added to the coating slips is within the normal range in the paper industry. For example, amounts between 1 g and 50 g / 1 coating liquor are considered, preferably those between 4 and 20 g / l.
- the method according to the invention also allows brightener concentrations higher than they are usually used (e.g. 4 to 8 g / l). Without the addition of compounds of the formula (I), for example at concentrations of more than 10 g of brightener per liter, there is often already a drop in whiteness or severe greening.
- compounds of the formula (1) are added according to the invention, this effect is eliminated: with an increasing brightener concentration, the attainable degree of whiteness also increases.
- the process according to the invention is suitable for the optical brightening of the coating slips usually used in the paper industry, specifically of unpigmented, but in particular pigmented coating slips.
- These coating slips contain a polymeric binder, an inorganic pigment (in the case of pigmented coating slips) and optionally other additives such as e.g. Waxes, dispersants, wetting agents or other surface-active agents, viscosity regulators, antifoams, lubricants, plasticizers and / or preservatives.
- polymeric adhesive-binder systems used in the paper industry come in as polymeric binders
- any of the known, modified, or converted starches such as oxidized, hydrolyzed, or hydroxyethylated starches, can be used.
- other natural or synthetic polymeric binder systems can be used alone or particularly in the case of synthetic polymeric binders in combination with one another.
- the wash liquors can contain metal-binding agents such as, for example, water-soluble poly- or metaphosphates and polycarboxylic acid salts.
- an alkaline coating liquor is used for the pigment coat.
- the alkaline reaction is expediently set with ammonia or with NaOH or KOH or with Na or K carbonates or borates or mixtures thereof.
- wetting agents are unsulphated or sulphated higher alkanol or alkylphenol polyglycol ethers with an 8 to 14 carbon atom having alkyl radical with 1 to 20 ethylene oxide groups can be used.
- the present invention further relates to the coating slips lightened by the process according to the invention, that is to say an optical brightener of the bis-triazinylaminostilbene-2,2'-disulphonic acid series, preferably one of the formula (2), in particular one of the formula (3) and an acidic phosphoric acid ester of a fatty aminoxalkylation product of formula (1), preferably one of formula (2).
- an optical brightener of the bis-triazinylaminostilbene-2,2'-disulphonic acid series preferably one of the formula (2), in particular one of the formula (3) and an acidic phosphoric acid ester of a fatty aminoxalkylation product of formula (1), preferably one of formula (2).
- the coating slips according to the invention can additionally contain nonionic or anionic surfactants, organic solubilizers and / or polar organic compounds, for example as organic solubilizers, hydrophilic organic solvents, for example lower monohydric alcohols, polyhydric alcohols, Ether alcohols, glycols, polyglycols, glycol and polyglycol ethers, amides and / or amines or as a polar organic compound dimethyl sulfoxide, dimethyl sulfone, ethylene or propylene carbonate and / or urea, or nonionic surfactants such as adducts of alkylene oxides with higher fatty acids, fatty acid amides, aliphatic alcohols Mercaptans or amines, on alkylphenols, alkylthiophenols or phenylphenols, block polymers of ethylene oxides
- nonionic surfactants such as adducts of alkylene oxides with higher fatty acids, fatty acid amide
- the present invention relates to paper and cardboard coated with coating compositions according to the invention (as described above).
- Example 2 100 g of starch ("Paperol R 10") and 950 ml of demineralized water are heated to 80 ° C. in the course of 10-15 minutes in a 2.1 beaker and then stirred at 80-85 ° C. for 15 minutes. A slightly cloudy, gray, colloidal solution is obtained, to which 7.5 g of the acidic phosphoric acid ester of a fatty amine oxyalkylation product of the formula (6) are added. The mixture is then cooled to about 40 ° C., 50 ml of 4-nonylphenol 1:25 ethoxylated with 9.7 mol of ethylene oxide are added, and the mixture is made up to about 1000 ml with demineralized water and shaken briefly. Then with conc. Ammonia adjusted a pH of 8-9.
- Example 3 If Example 1 is repeated, but instead of the brightener of the formula (10), the corresponding amount of a brightener of the following formulas is used: , paper with a similarly high degree of whiteness is obtained.
- Example 4 If example 2 is repeated, but instead of using the brightener of the formula (10), the corresponding amount of a brightener of the formula (11), (12), (13), (14) or (15) is used, the result is Paper with a similar degree of whiteness.
- the coating slip is finished and the paper is coated as described in Examples 1b) and 1c).
- paper with a high degree of whiteness is obtained, which is considerably higher than that which is achieved with the individual brightener formulations A) to E), but without the compound of the formula (6).
- the coating slip is finished and the paper is coated as described in Examples 1b) and 1c). You get paper with a high degree of whiteness, which is significantly higher than that. with the individual brightener formulations A) to F), but without a compound of the formula (6), (6a), (6b) or (6c).
- the coating slips obtained in accordance with A to D are stirred again and strips of coating base paper prepared therewith are coated in the customary manner. In this way, papers are obtained whose whiteness is significantly higher than that of a comparison paper which is coated with a coating liquor which contains no acidic ester of the formula (6), (6a), (6b) or (6c).
- Example 10 If Example 8 is repeated, but instead of the brightener of the formula (10), the corresponding amount of a brightener of the formula (11), (12), (13), (14) or (15) is used, paper is also obtained similarly high degree of whiteness.
- Example 11 If Example 9 is repeated, but instead of using the brightener of the formula (10), the corresponding amount of a brightener of the formula (11), (12), (13), (14) or (15) is used, the result is Paper with a similarly high degree of whiteness.
- Example 12 5 ml of the brightener solutions A) to E) defined in Example 5 are added to 15 ml of a pigment coating liquor obtained according to Example 8a). The coating slip is finished and the paper is coated as described in Examples 8b) and 8c). You get paper with a high degree of whiteness, which is much higher than that with the individual brighteners formulations A) to E), but without a compound of formula (6).
- Example 14 Example 13 is repeated, but 14 g of the compound of the formula (6) were additionally added in the preparation of the art print coating slip according to Example 13a). 15 ml of the coating slip otherwise prepared as described in Example 13a) are then mixed with 5 ml of a Brightener solution added, which consists of 11.6 g of the brightener of the formula (10) and 88.4 g of water. Further workup is carried out as described in Example 13. A paper with a significantly higher degree of whiteness than that obtained by coating with an appropriate coating liquor which does not contain the compound of the formula (6) is likewise obtained.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paper (AREA)
- Paints Or Removers (AREA)
- Medicinal Preparation (AREA)
- Inspection Of Paper Currency And Valuable Securities (AREA)
- Noodles (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT81810008T ATE8516T1 (de) | 1980-07-03 | 1981-01-08 | Verfahren zur erhoehung bzw. verbesserung des weisseffekts beim optischen aufhellen von streichmassen. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH5140/80 | 1980-07-03 | ||
| CH514080 | 1980-07-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0043790A1 true EP0043790A1 (fr) | 1982-01-13 |
| EP0043790B1 EP0043790B1 (fr) | 1984-07-18 |
Family
ID=4288608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP81810008A Expired EP0043790B1 (fr) | 1980-07-03 | 1981-01-08 | Procédé d'augmentation ou d'amélioration de l'effet de blanchiment lors du blanchiment optique de compositions d'enduction |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4386965A (fr) |
| EP (1) | EP0043790B1 (fr) |
| JP (1) | JPS5716995A (fr) |
| AT (1) | ATE8516T1 (fr) |
| AU (1) | AU6617581A (fr) |
| BR (1) | BR8100171A (fr) |
| CA (1) | CA1158002A (fr) |
| DE (1) | DE3164785D1 (fr) |
| ES (1) | ES498461A0 (fr) |
| PT (1) | PT72351B (fr) |
| ZA (1) | ZA81201B (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3502038A1 (de) * | 1985-01-23 | 1986-07-24 | Sandoz-Patent-GmbH, 7850 Lörrach | Waessrige aufhellerpraeparate und deren verwendung im papierstrich |
| WO1992001115A1 (fr) * | 1990-07-03 | 1992-01-23 | W.R. Grace & Co.-Conn. | Ameliorations apportees a des agents de blanchiment fluorescents |
| EP0808893A3 (fr) * | 1996-05-21 | 1997-12-03 | 3V SIGMA S.p.A | Méthode pour blanchir une composition détergente |
| US5846923A (en) * | 1997-07-08 | 1998-12-08 | Rhodia Inc. | Polyamphoteric phosphate ester surfactants |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0096654B1 (fr) * | 1982-05-28 | 1987-10-28 | Ciba-Geigy Ag | Procédé d'encollage du papier avec des agents d'encollage anioniques hydrophobes et des agents de rétention cationiques |
| JPS60134096A (ja) * | 1983-12-17 | 1985-07-17 | 日本曹達株式会社 | コ−テツドペ−パ−の製造方法 |
| DE19500195A1 (de) | 1995-01-05 | 1996-07-11 | Bayer Ag | Verwendung weißgetönter Kunststoffe zum Weißtönen von Papierstreichmassen und derart weißgetönte Papierstreichmassen |
| US5658971A (en) * | 1995-05-31 | 1997-08-19 | Dallas Enviro-Tek International, Inc. | Coating composition |
| US6086987A (en) * | 1997-01-23 | 2000-07-11 | Oji-Yuka Synthetic Paper Co., Ltd. | Synthetic paper and inkjet recording paper with the use of the same |
| US6316535B1 (en) * | 1999-05-18 | 2001-11-13 | Armstrong World Industries, Inc. | Coating system and method of applying the same |
| FR2812890B1 (fr) * | 2000-08-10 | 2003-06-20 | Synthron | Utilisation d'une association de phosphate d'uree et d'un azurant optique pour augmenter le degre de blancheur des papiers et cartons |
| US6737469B2 (en) | 2001-09-27 | 2004-05-18 | Basf Ag | Method of adding water insoluble organic chemicals to styrene-butadiene rubber latex dispersions and resulting styrene-butadiene rubber latex dispersions |
| DE10217677A1 (de) * | 2002-04-19 | 2003-11-06 | Bayer Ag | Verwendung von Aufhellern zur Herstellung von Streichmassen |
| SE524471C2 (sv) * | 2002-12-04 | 2004-08-10 | Holmen Ab | Metod för att öka stabiliteten hos fluorescerande vitmedel |
| US7682438B2 (en) | 2005-11-01 | 2010-03-23 | International Paper Company | Paper substrate having enhanced print density |
| EP2152522A1 (fr) * | 2007-05-21 | 2010-02-17 | International Paper Company | Feuille d'enregistrement présentant une résistance à l'eau de l'image, une résistance superficielle et un comportement améliorés |
| US8057637B2 (en) | 2007-12-26 | 2011-11-15 | International Paper Company | Paper substrate containing a wetting agent and having improved print mottle |
| US8460511B2 (en) * | 2008-10-01 | 2013-06-11 | International Paper Company | Paper substrate containing a wetting agent and having improved printability |
| CN102898855B (zh) * | 2012-09-29 | 2013-12-11 | 山东大学 | 具有氨基酸结构的十六或十八烷基二甲基叔胺季铵盐高性能荧光增白剂的合成及应用 |
| CN103194086B (zh) * | 2013-03-14 | 2014-07-02 | 浙江传化华洋化工有限公司 | 一种含氨基丙酸衍生物荧光增白剂的合成方法 |
| CN103254660B (zh) * | 2013-05-20 | 2014-07-30 | 浙江传化华洋化工有限公司 | 一种不含尿素的二磺酸三嗪基类荧光增白剂液体的制备方法 |
| CN103558172B (zh) * | 2013-11-22 | 2015-11-25 | 江南大学 | 一种用于荧光增白材料白度目测评估的方法 |
| SE542658C2 (en) | 2018-05-18 | 2020-06-23 | Stora Enso Oyj | Coating composition for paper and paperboard |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2412785A1 (de) * | 1974-03-16 | 1975-10-09 | Bayer Ag | Verfahren zum weisstoenen stickstoffhaltiger fasermaterialien und fasermaterialien aus cellulose |
| US4183766A (en) * | 1978-06-12 | 1980-01-15 | Woodward Fred E | Paper coating composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA813769A (en) * | 1969-05-27 | Geigy Chemical Corporation | Optical brightening of paper | |
| US2956898A (en) * | 1960-10-18 | Certification of correction | ||
| US3600385A (en) * | 1968-12-16 | 1971-08-17 | American Cyanamid Co | Bis-(triazinylamino) stilbene derivatives for optical brightening |
| DE1935004C2 (de) * | 1969-07-10 | 1971-04-15 | Basf Ag | Verfahren zum Faerben und/oder Bedrucken von synthetischen Polyamiden |
| GB1294173A (en) | 1970-06-02 | 1972-10-25 | Ici Ltd | Coating compositions |
| GB1391593A (en) | 1971-06-17 | 1975-04-23 | Ici Ltd | Coating compositions |
| DE2152969B2 (de) * | 1971-10-23 | 1975-04-10 | Bayer Ag, 5090 Leverkusen | Mittel und Verfahren zum Weißtönen von Fasermaterialien |
| JPS4930866A (fr) * | 1972-07-21 | 1974-03-19 | ||
| DE2726854A1 (de) * | 1977-06-15 | 1979-01-11 | Bayer Ag | Phosphorsaeureester |
| DE2806194A1 (de) * | 1978-02-14 | 1979-08-23 | Bayer Ag | Beschichtungszusammensetzung |
-
1981
- 1981-01-07 US US06/223,174 patent/US4386965A/en not_active Expired - Lifetime
- 1981-01-08 EP EP81810008A patent/EP0043790B1/fr not_active Expired
- 1981-01-08 AT AT81810008T patent/ATE8516T1/de not_active IP Right Cessation
- 1981-01-08 DE DE8181810008T patent/DE3164785D1/de not_active Expired
- 1981-01-12 CA CA000368313A patent/CA1158002A/fr not_active Expired
- 1981-01-12 BR BR8100171A patent/BR8100171A/pt unknown
- 1981-01-13 PT PT72351A patent/PT72351B/pt unknown
- 1981-01-13 AU AU66175/81A patent/AU6617581A/en not_active Abandoned
- 1981-01-13 ZA ZA00810201A patent/ZA81201B/xx unknown
- 1981-01-13 ES ES498461A patent/ES498461A0/es active Granted
- 1981-01-14 JP JP333481A patent/JPS5716995A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2412785A1 (de) * | 1974-03-16 | 1975-10-09 | Bayer Ag | Verfahren zum weisstoenen stickstoffhaltiger fasermaterialien und fasermaterialien aus cellulose |
| US4183766A (en) * | 1978-06-12 | 1980-01-15 | Woodward Fred E | Paper coating composition |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3502038A1 (de) * | 1985-01-23 | 1986-07-24 | Sandoz-Patent-GmbH, 7850 Lörrach | Waessrige aufhellerpraeparate und deren verwendung im papierstrich |
| WO1992001115A1 (fr) * | 1990-07-03 | 1992-01-23 | W.R. Grace & Co.-Conn. | Ameliorations apportees a des agents de blanchiment fluorescents |
| EP0808893A3 (fr) * | 1996-05-21 | 1997-12-03 | 3V SIGMA S.p.A | Méthode pour blanchir une composition détergente |
| US5846923A (en) * | 1997-07-08 | 1998-12-08 | Rhodia Inc. | Polyamphoteric phosphate ester surfactants |
Also Published As
| Publication number | Publication date |
|---|---|
| PT72351A (en) | 1981-02-01 |
| ATE8516T1 (de) | 1984-08-15 |
| ZA81201B (en) | 1982-02-24 |
| JPS5716995A (en) | 1982-01-28 |
| CA1158002A (fr) | 1983-12-06 |
| AU6617581A (en) | 1982-01-07 |
| ES8205909A1 (es) | 1982-07-01 |
| JPH0159395B2 (fr) | 1989-12-18 |
| ES498461A0 (es) | 1982-07-01 |
| BR8100171A (pt) | 1982-08-17 |
| DE3164785D1 (en) | 1984-08-23 |
| US4386965A (en) | 1983-06-07 |
| EP0043790B1 (fr) | 1984-07-18 |
| PT72351B (en) | 1983-09-01 |
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