DE3119637A1 - "verfahren zur herstellung von druckfarbenbindemitteln" - Google Patents
"verfahren zur herstellung von druckfarbenbindemitteln"Info
- Publication number
- DE3119637A1 DE3119637A1 DE19813119637 DE3119637A DE3119637A1 DE 3119637 A1 DE3119637 A1 DE 3119637A1 DE 19813119637 DE19813119637 DE 19813119637 DE 3119637 A DE3119637 A DE 3119637A DE 3119637 A1 DE3119637 A1 DE 3119637A1
- Authority
- DE
- Germany
- Prior art keywords
- resin
- acid
- viscosity
- reaction
- calcium
- 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.)
- Withdrawn
Links
- 238000007639 printing Methods 0.000 title claims description 23
- 239000011230 binding agent Substances 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 78
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 60
- 229920005989 resin Polymers 0.000 claims description 39
- 239000011347 resin Substances 0.000 claims description 39
- 229920001577 copolymer Polymers 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 27
- 239000000976 ink Substances 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 26
- 239000000047 product Substances 0.000 claims description 26
- 239000000025 natural resin Substances 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 22
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 16
- 239000007795 chemical reaction product Substances 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 150000002736 metal compounds Chemical class 0.000 claims description 13
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 8
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims description 7
- 239000011575 calcium Substances 0.000 claims description 7
- 229940043430 calcium compound Drugs 0.000 claims description 7
- 150000001674 calcium compounds Chemical class 0.000 claims description 7
- 229920001568 phenolic resin Polymers 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- 239000005011 phenolic resin Substances 0.000 claims description 6
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- 238000007646 gravure printing Methods 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 3
- 239000001639 calcium acetate Substances 0.000 claims description 3
- 235000011092 calcium acetate Nutrition 0.000 claims description 3
- 229960005147 calcium acetate Drugs 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- 239000011701 zinc Substances 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 1
- 150000001242 acetic acid derivatives Chemical class 0.000 claims 1
- 150000002681 magnesium compounds Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 description 25
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 21
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 19
- 238000002844 melting Methods 0.000 description 15
- 230000008018 melting Effects 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 238000001035 drying Methods 0.000 description 13
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 12
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 11
- 239000000292 calcium oxide Substances 0.000 description 11
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 11
- 239000000155 melt Substances 0.000 description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 9
- 239000003086 colorant Substances 0.000 description 9
- 239000008096 xylene Substances 0.000 description 9
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
- 229930040373 Paraformaldehyde Natural products 0.000 description 7
- 238000005299 abrasion Methods 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- 229920002866 paraformaldehyde Polymers 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229920003987 resole Polymers 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 241000779819 Syncarpia glomulifera Species 0.000 description 3
- ZRTHDHYYZUCESV-UHFFFAOYSA-N acetic acid;1,2-xylene Chemical group CC(O)=O.CC1=CC=CC=C1C ZRTHDHYYZUCESV-UHFFFAOYSA-N 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000001739 pinus spp. Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229940036248 turpentine Drugs 0.000 description 3
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000001293 FEMA 3089 Substances 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001055 blue pigment Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000003039 volatile agent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- YBCVMFKXIKNREZ-UHFFFAOYSA-N acoh acetic acid Chemical class CC(O)=O.CC(O)=O YBCVMFKXIKNREZ-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- -1 rosin Chemical class 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813119637 DE3119637A1 (de) | 1981-05-16 | 1981-05-16 | "verfahren zur herstellung von druckfarbenbindemitteln" |
| ES512036A ES512036A0 (es) | 1981-05-16 | 1982-05-10 | "procedimiento para la preparacion de aglutinantes de tintas de impresion". |
| EP82104109A EP0065268B1 (de) | 1981-05-16 | 1982-05-12 | Verfahren zur Herstellung von Druckfarbenbindemitteln und ihre Verwendung in Druckfarben |
| DE8282104109T DE3261278D1 (en) | 1981-05-16 | 1982-05-12 | Process for the production of binders for printing inks, and their use in printing inks |
| AT82104109T ATE10379T1 (de) | 1981-05-16 | 1982-05-12 | Verfahren zur herstellung von druckfarbenbindemitteln und ihre verwendung in druckfarben. |
| PT74888A PT74888B (de) | 1981-05-16 | 1982-05-12 | Verfahren zur herstellung von druckfarbenbindemitteln und ihre verwendung in druckfarben |
| ZA823337A ZA823337B (en) | 1981-05-16 | 1982-05-14 | Process for preparing printing ink binders, and their use in printing inks |
| JP57080319A JPS57195170A (en) | 1981-05-16 | 1982-05-14 | Manufacture of printing ink binder |
| US06/594,699 US4528036A (en) | 1981-05-16 | 1984-03-29 | Process for preparing printing ink binders, and their use in printing inks |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813119637 DE3119637A1 (de) | 1981-05-16 | 1981-05-16 | "verfahren zur herstellung von druckfarbenbindemitteln" |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3119637A1 true DE3119637A1 (de) | 1982-12-02 |
Family
ID=6132555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813119637 Withdrawn DE3119637A1 (de) | 1981-05-16 | 1981-05-16 | "verfahren zur herstellung von druckfarbenbindemitteln" |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4528036A (OSRAM) |
| JP (1) | JPS57195170A (OSRAM) |
| DE (1) | DE3119637A1 (OSRAM) |
| ZA (1) | ZA823337B (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4980408A (en) * | 1989-10-02 | 1990-12-25 | Basf Corporation | Water-borne surface printing inks |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3538549A1 (de) * | 1985-10-30 | 1987-05-07 | Hoechst Ag | Wasserverduennbares druckfarbenbindemittelsystem und dessen verwendung als druckfarbe |
| US5026753A (en) * | 1989-02-22 | 1991-06-25 | Union Camp Corporation | Resinous binders comprising a metal rosin resinate and a carboxylated polystyrene resin |
| US5098479A (en) * | 1990-08-24 | 1992-03-24 | Westvaco Corporation | Aminoacrylate resins as thickeners for zinc-containing metal resinate inks |
| US5085699A (en) * | 1991-04-08 | 1992-02-04 | Westvaco Corporation | Amniopolyester resins as dilution extenders for zinc-containing metal resinate inks |
| US5180424A (en) * | 1991-10-07 | 1993-01-19 | Westvaco Corporation | Michael addition aminopolyester resins as dilution extenders for zinc-containing metal resinate inks |
| US5549741A (en) * | 1992-09-17 | 1996-08-27 | Deluxe Corporation | Ink varnish composition |
| US5411596A (en) * | 1993-04-01 | 1995-05-02 | Deluxe Corporation | Oil based composition clean up method and composition for use therein |
| US5308390A (en) * | 1992-09-17 | 1994-05-03 | Deluxe Corporation | Ink composition and method of making and using such composition |
| US5431721A (en) * | 1992-09-17 | 1995-07-11 | Deluxe Corporation | Ink varnish and composition and method of making the same |
| US5454956A (en) * | 1993-04-01 | 1995-10-03 | Deluxe Corporation | Method of cleaning waste water and recovery of contaminants therefrom |
| US5597884A (en) * | 1993-03-15 | 1997-01-28 | Hoechst Aktiengesellschaft | Phenolic-resin-modified natural resin acid esters, a process for their preparation and their use as binder resins in printing inks |
| DE4308109A1 (de) * | 1993-03-15 | 1994-09-22 | Hoechst Ag | Mit Phenolharz modifizierte Naturharzsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung in Druckfarben |
| DE4335426A1 (de) * | 1993-10-18 | 1995-04-20 | Hoechst Ag | Selbstgelierende Bindemittelharze für Offsetdruckfarben mit verbesserter Lagerstabilität |
| DE4415084A1 (de) * | 1994-04-29 | 1995-11-02 | Hoechst Ag | Modifizierte Resinate |
| US5512622A (en) * | 1994-11-17 | 1996-04-30 | Hercules Incorporated | Dilution-enhancing additives for publication gravure vehicles |
| US5763565A (en) * | 1995-05-10 | 1998-06-09 | Arizona Chemical Company | Process for making self-gelled resin solutions for ink formulations |
| US5635591A (en) * | 1995-05-10 | 1997-06-03 | Arizona Chemical Company | Process for making high viscosity ink resins |
| US20040176559A1 (en) * | 2003-03-05 | 2004-09-09 | Fontana Thomas A. | Rosin phenolic resins for printing inks |
| KR100698699B1 (ko) * | 2005-08-01 | 2007-03-23 | 삼성에스디아이 주식회사 | 데이터 구동회로와 이를 이용한 발광 표시장치 및 그의구동방법 |
| EP2821448B1 (en) | 2013-07-03 | 2017-11-08 | Siegwerk Druckfarben AG & Co. KGaA | Publication gravure inks |
| EP3378908A1 (en) | 2017-03-23 | 2018-09-26 | Siegwerk Druckfarben AG & Co. KGaA | Gravure printing ink |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4139500A (en) * | 1973-12-27 | 1979-02-13 | Hoechst Aktiengesellschaft | Printing ink binding agents |
| JPS573681B2 (OSRAM) * | 1974-02-05 | 1982-01-22 | ||
| JPS5228402B2 (OSRAM) * | 1974-06-25 | 1977-07-26 | ||
| DE2755825C3 (de) * | 1977-12-15 | 1982-03-25 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von teilveresterten und teilversalzten Umsetzungsprodukten von Naturharzsäuren und Formaldehyd |
-
1981
- 1981-05-16 DE DE19813119637 patent/DE3119637A1/de not_active Withdrawn
-
1982
- 1982-05-14 ZA ZA823337A patent/ZA823337B/xx unknown
- 1982-05-14 JP JP57080319A patent/JPS57195170A/ja active Granted
-
1984
- 1984-03-29 US US06/594,699 patent/US4528036A/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4980408A (en) * | 1989-10-02 | 1990-12-25 | Basf Corporation | Water-borne surface printing inks |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0459351B2 (OSRAM) | 1992-09-22 |
| ZA823337B (en) | 1983-04-27 |
| US4528036A (en) | 1985-07-09 |
| JPS57195170A (en) | 1982-11-30 |
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