US2300880A - Printing ink - Google Patents
Printing ink Download PDFInfo
- Publication number
- US2300880A US2300880A US396288A US39628841A US2300880A US 2300880 A US2300880 A US 2300880A US 396288 A US396288 A US 396288A US 39628841 A US39628841 A US 39628841A US 2300880 A US2300880 A US 2300880A
- Authority
- US
- United States
- Prior art keywords
- weight
- ink
- acid
- acids
- printing ink
- 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
- 239000000976 ink Substances 0.000 description 29
- 229920005989 resin Polymers 0.000 description 14
- 239000011347 resin Substances 0.000 description 14
- 239000002253 acid Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 235000014113 dietary fatty acids Nutrition 0.000 description 12
- 229930195729 fatty acid Natural products 0.000 description 12
- 239000000194 fatty acid Substances 0.000 description 12
- 150000004665 fatty acids Chemical class 0.000 description 12
- 239000000049 pigment Substances 0.000 description 12
- 239000002966 varnish Substances 0.000 description 12
- 150000007513 acids Chemical class 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 9
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 8
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 8
- 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 8
- 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 8
- 239000011230 binding agent Substances 0.000 description 7
- 229920000151 polyglycol Polymers 0.000 description 7
- 239000010695 polyglycol Substances 0.000 description 7
- 150000007519 polyprotic acids Polymers 0.000 description 7
- -1 terpene hydrocarbon Chemical class 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 235000007586 terpenes Nutrition 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- 239000011976 maleic acid Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000001530 fumaric acid Substances 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- IYLGZMTXKJYONK-ACLXAEORSA-N (12s,15r)-15-hydroxy-11,16-dioxo-15,20-dihydrosenecionan-12-yl acetate Chemical compound O1C(=O)[C@](CC)(O)C[C@@H](C)[C@](C)(OC(C)=O)C(=O)OCC2=CCN3[C@H]2[C@H]1CC3 IYLGZMTXKJYONK-ACLXAEORSA-N 0.000 description 3
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 3
- 125000005481 linolenic acid group Chemical group 0.000 description 3
- IYLGZMTXKJYONK-UHFFFAOYSA-N ruwenine Natural products O1C(=O)C(CC)(O)CC(C)C(C)(OC(C)=O)C(=O)OCC2=CCN3C2C1CC3 IYLGZMTXKJYONK-UHFFFAOYSA-N 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- 240000006240 Linum usitatissimum Species 0.000 description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- 229920002494 Zein Polymers 0.000 description 2
- 235000004426 flaxseed Nutrition 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 235000021313 oleic acid Nutrition 0.000 description 2
- 150000002889 oleic acids Chemical class 0.000 description 2
- 239000005019 zein Substances 0.000 description 2
- 229940093612 zein Drugs 0.000 description 2
- YHQGMYUVUMAZJR-UHFFFAOYSA-N α-terpinene Chemical compound CC(C)C1=CC=C(C)CC1 YHQGMYUVUMAZJR-UHFFFAOYSA-N 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- WSTYNZDAOAEEKG-UHFFFAOYSA-N Mayol Natural products CC1=C(O)C(=O)C=C2C(CCC3(C4CC(C(CC4(CCC33C)C)=O)C)C)(C)C3=CC=C21 WSTYNZDAOAEEKG-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 235000004347 Perilla Nutrition 0.000 description 1
- 244000124853 Perilla frutescens Species 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- 229920001800 Shellac Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229930006978 terpinene Natural products 0.000 description 1
- 150000003507 terpinene derivatives Chemical class 0.000 description 1
- 239000002023 wood Substances 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S260/00—Chemistry of carbon compounds
- Y10S260/38—Ink
Definitions
- This invention relates to improvements in printing ink.
- The. objects of this invention are:
- the addition of the fatty acid is effective in inks made with a resin com-- :prising a rosin modified with an alpha beta unsaturated organic polybasic acid such as maleic or fumaric as a binder.
- the addition of the fatty acid is also iefiective in inks in which the resin consists of a. terpene hydrocarbon of the formula CmHm, 'such as alpha terpinene, beta 'terpinene, pinene, alpha pinene, beta pinene,
- dipentene, limonene, or terpinolene modified by maleic acid or the anhydride thereof or some other alpha beta unsaturated organic polybasic acid.
- the binder of the o ink consists of a combination of these resins, the.
- Typical examples of our ink are as follows: 1) 100 parts by weight of varnish made from by weight of a resi comprising a rosin 50% by weight ofdiethylene glycol.
- Suitable pigment'in amounts varying with the 5 specific pigment and the coloration desired.
- varnish made from 50% by weight of a resin comprising a terpene hydrocarbon of the formula C1oH1s modified with maleic or fumaric acid and 50% by weight of 3 parts oi "Isoline” which consists of 90% oi llnoic and of isolinoieacids.
- Suitable pigment in amounts varying with the specific pigment and the coloration desired.
- Suitable pigment in amounts varying with the specific pigment and the coloration desired.
- the binder of the varnish need not be entirely made up of the above mentioned resins. If 80% by weight of the varnish is made up from the above named resins and diethylene. glycol in the percentages specified, 20% by weight may be made up of phenolic resins. gum or wood rosin, alkyd resin, urea or melamine formaldehyde condensation products and zein, or zein modified with an alpha beta unsaturated organic polybasic acid, or an organic hydroxy acid such as malic, lactic, tartaric or citric, or shellac.
- a printing ink comprising 100 parts by weight of varnish comprising 50% by weight of a resin comprising rosin modified by an alpha aaoaeao beta unsaturated organic polybaslc acid and by weight or a polyglycol, 8 parts by weight of a iattyacid having from 16 to 21 carbon atoms in the chain, and a pigment.
- a printing ink comprising varnish comprising a resin comprising rosin modified by an alpha beta unsaturated polybasic acid and a polyglycol,
- a printing ink comprising varnish comprising a resin comprising rosin modified by an alpha beta unsaturated organic polybasic acid and a polyglycol, a fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
- a printing ink comprising parts by weight of a varnish comprising 50% by weight of a resin comprising a terpene hydrocarbon oi" the formula CmI-Im modified by an alpha beta unsaturated organic polybasic acid and 50% by weight of a polyglycol, 3 parts by weight of a fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
- a printing ink comprising a varnish comprising a resin comprising a terpene hydrocarbon of the formula CmHic modified by an alpha beta unsaturated organicpolybasic acid and a polyglycol, a fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
- a printing ink comprising a varnish com: prising a resin comprising a terpene hydrocarbon of the formula CioHie modified by an alpha beta unsaturated organic polybasic'acid and a polyglycol, a relatively small amount of fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
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)
Description
Patented Nov. 3,
J UNITED STATES PATENT OFFICE V Penta n it I No Drawing. Application rune z, 1941,
. Serial No. 396,288
. 1 (iClalms. This invention relates to improvements in printing ink.
--This invention relates to printing inks and particularly to such inks in which a binder which is insoluble in water is employed with a j solvent which is miscible with. water, the binder being soluble in the solvent and a limited quantity of water; but not, in the solvent with an unlimited quantity of water, so that the ink may be used 1 =in...the presence of relatively high humidities without setting up on-the press but so that offset may be prevented by treating the printing ink 1 wlth'water to separate the binder and the solvent when more than a limited quantity of water has been, added in this way.
closed and described in our copending applica v Such an ink is distion Serial No. 305,640, filed November 22, 1939, for Printing inks.
The. objects of this invention are:
First, to provide a new and improved, printing ink of the type described.
Second, to provide such a printing ink which has a greater water tolerance than the ink of our aforesaid application.
" Third, to provide such an ink which can be made inexpensively and in which the water tolerance may be controlled by the addition of a small quantity of an inexpensive chemical.
Fourth, to providesuch an ink in which fatty acids are employed to give the increased water tolerance. i Further objects and advantages pertaining to details will appear from the description to follow; We have found that the water tolerance of an. v ink in which the binder is a resin comprising a rosin modified by an alpha beta unsaturated 'polybasic acid, such as maleic or fumaric, and in which the solvent is a liquid polyglycol such as diethylene glycol, may be increased if small amounts of fatty acids are'added to the ink. When these acids are added and are dispersed through the varnish or ink by means of a roller. mill, they increase the water tolerance materially and we believe that this is due to a mechanical 'lauric, myristic and erucic.
55 diethylene glycol.
c1. zed-s2) These acids may be used individually or may be mixed together. We have foundthat the following commercial products which consist of the combination of acids which are listed with them are satisfactory for our ink:
Cocoanut Oieic and linoic acids Helioli'ne Oleic and'linoic acids v Isoline 90% linoic" and isolinoic acids 1 Linseed supra Linoic and linolenic acids Linseed fatty acid I split '#1 Linoic and linolenic acids Myristic ..Laurlc acid and myristic Perilla Linoic and linolenic acids Rapeseed Erucic and oleic acids Soy bean Oieic and linoic acids Sunflower Linoic and oleic acids We have found that when fatty acids are used V in the inks they flow down the tendency of the inks to set up on the press in excessive humidity conditions, but they do not have any appreciable efiect in the small percentages used upon the speed of setting the printed film of ink when subjected to steam or water spray or other means of applying water to prevent offset.
We have found that the addition of the fatty acid is effective in inks made with a resin com-- :prising a rosin modified with an alpha beta unsaturated organic polybasic acid such as maleic or fumaric as a binder. The addition of the fatty acid isalso iefiective in inks in which the resin consists of a. terpene hydrocarbon of the formula CmHm, 'such as alpha terpinene, beta 'terpinene, pinene, alpha pinene, beta pinene,
dipentene, limonene, or terpinolene, modified by maleic acid or the anhydride thereof or some other alpha beta unsaturated organic polybasic acid. We have found that if the binder of the o ink consists of a combination of these resins, the.
addition of the fatty acid is likewise helpful.
Typical examples of our ink are as follows: 1) 100 parts by weight of varnish made from by weight of a resi comprising a rosin 50% by weight ofdiethylene glycol.
45 modiified with maleic acid or fumaric acid and 3 parts of "Ioline which consists of oflinoic and 10% of isoiinoic acids.
Suitable pigment'in amounts varying with the 5 specific pigment and the coloration desired.
(2) parts by weight of varnish made from 50% by weight of a resin comprising a terpene hydrocarbon of the formula C1oH1s modified with maleic or fumaric acid and 50% by weight of 3 parts oi "Isoline" which consists of 90% oi llnoic and of isolinoieacids.
Suitable pigment in amounts varying with the specific pigment and the coloration desired.
(3) 100 parts by weight of a varnish made from 50% of a mixture of resins comprising a rosin modified by maleic or fumaric acid and a terpene hydrocarbon of the formula Ciel-Ire modified by maleic or fumaric acid and 50% diethylene glycol.
3 parts 01' "Isoline" which consists of 90% linoic and 10% isolinoic acids.
Suitable pigment in amounts varying with the specific pigment and the coloration desired.
The binder of the varnish need not be entirely made up of the above mentioned resins. If 80% by weight of the varnish is made up from the above named resins and diethylene. glycol in the percentages specified, 20% by weight may be made up of phenolic resins. gum or wood rosin, alkyd resin, urea or melamine formaldehyde condensation products and zein, or zein modified with an alpha beta unsaturated organic polybasic acid, or an organic hydroxy acid such as malic, lactic, tartaric or citric, or shellac.
The terms and expressions which have been herein employed are used as terms of description and not of limitation, and there is no intention in the use of such terms and expressions of excluding any equivalents of the features shown and described or portions thereof. It is recognized that various modifications are possible within the scope of the invention claimed.
, Having. thus described our invention, what we claim as new and desire to secure by Letters Patent is:
1. A printing ink comprising 100 parts by weight of varnish comprising 50% by weight of a resin comprising rosin modified by an alpha aaoaeao beta unsaturated organic polybaslc acid and by weight or a polyglycol, 8 parts by weight of a iattyacid having from 16 to 21 carbon atoms in the chain, and a pigment.
2. A printing ink comprising varnish comprising a resin comprising rosin modified by an alpha beta unsaturated polybasic acid and a polyglycol,
'a relatively small amount of fatty acid having from 18 to 21 carbon atoms in the chain, and a pigment.
3. A printing ink comprising varnish comprising a resin comprising rosin modified by an alpha beta unsaturated organic polybasic acid and a polyglycol, a fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
4. A printing ink comprising parts by weight of a varnish comprising 50% by weight of a resin comprising a terpene hydrocarbon oi" the formula CmI-Im modified by an alpha beta unsaturated organic polybasic acid and 50% by weight of a polyglycol, 3 parts by weight of a fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
5. A printing ink comprising a varnish comprising a resin comprising a terpene hydrocarbon of the formula CmHic modified by an alpha beta unsaturated organicpolybasic acid and a polyglycol, a fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
6. A printing ink comprising a varnish com: prising a resin comprising a terpene hydrocarbon of the formula CioHie modified by an alpha beta unsaturated organic polybasic'acid and a polyglycol, a relatively small amount of fatty acid having from 16 to 21 carbon atoms in the chain, and a pigment.
DONALD ROBERT ERICKSON. PAUL J. THOMA.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US396288A US2300880A (en) | 1941-06-02 | 1941-06-02 | Printing ink |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US396288A US2300880A (en) | 1941-06-02 | 1941-06-02 | Printing ink |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2300880A true US2300880A (en) | 1942-11-03 |
Family
ID=23566617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US396288A Expired - Lifetime US2300880A (en) | 1941-06-02 | 1941-06-02 | Printing ink |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2300880A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2537531A (en) * | 1947-02-27 | 1951-01-09 | Sun Chemical Corp | Moisture-setting printing ink |
| US5521233A (en) * | 1995-02-09 | 1996-05-28 | Shifrin; Shari | Biodegradable air drying screen printing ink |
-
1941
- 1941-06-02 US US396288A patent/US2300880A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2537531A (en) * | 1947-02-27 | 1951-01-09 | Sun Chemical Corp | Moisture-setting printing ink |
| US5521233A (en) * | 1995-02-09 | 1996-05-28 | Shifrin; Shari | Biodegradable air drying screen printing ink |
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