US2572803A - Stabilized solutions of metallic salts - Google Patents
Stabilized solutions of metallic salts Download PDFInfo
- Publication number
- US2572803A US2572803A US139538A US13953850A US2572803A US 2572803 A US2572803 A US 2572803A US 139538 A US139538 A US 139538A US 13953850 A US13953850 A US 13953850A US 2572803 A US2572803 A US 2572803A
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- US
- United States
- Prior art keywords
- soap
- acid ester
- metallic
- ester maleate
- parts
- 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
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- 150000003839 salts Chemical class 0.000 title description 11
- 239000000344 soap Substances 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 12
- 229910017052 cobalt Inorganic materials 0.000 claims description 11
- 239000010941 cobalt Substances 0.000 claims description 11
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 10
- 229910052791 calcium Inorganic materials 0.000 claims description 10
- 239000011575 calcium Substances 0.000 claims description 10
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 10
- 229910052788 barium Inorganic materials 0.000 claims description 9
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 9
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical class [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000002253 acid Substances 0.000 description 30
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 26
- 229910052751 metal Inorganic materials 0.000 description 23
- 239000002184 metal Substances 0.000 description 23
- -1 Iron Copper Zinc Cadmium Manganese Cobalt Chemical compound 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 12
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 150000002739 metals Chemical class 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 239000003381 stabilizer Substances 0.000 description 7
- 150000001661 cadmium Chemical class 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 235000015096 spirit Nutrition 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 125000005011 alkyl ether group Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000011133 lead Substances 0.000 description 2
- 239000003879 lubricant additive Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000008149 soap solution Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- PVLVQTYSRICFCB-ODZAUARKSA-N (z)-but-2-enedioic acid;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.OC(=O)\C=C/C(O)=O PVLVQTYSRICFCB-ODZAUARKSA-N 0.000 description 1
- MKEPGIQTWYTRIW-ODZAUARKSA-N (z)-but-2-enedioic acid;ethane-1,2-diol Chemical compound OCCO.OC(=O)\C=C/C(O)=O MKEPGIQTWYTRIW-ODZAUARKSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 1
- 241000208140 Acer Species 0.000 description 1
- HAMBHXFNGJJGRJ-UHFFFAOYSA-N C(C=C/C(=O)O)(=O)O.C(COCCOCCO)O Chemical compound C(C=C/C(=O)O)(=O)O.C(COCCOCCO)O HAMBHXFNGJJGRJ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- BVCHZEOVPXACBQ-UHFFFAOYSA-N [Ca][Ba][Sr] Chemical compound [Ca][Ba][Sr] BVCHZEOVPXACBQ-UHFFFAOYSA-N 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 229940044194 cadmium Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/18—Tall oil acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/288—Partial esters containing free carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/14—Group 7
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/16—Groups 8, 9, or 10
Definitions
- This invention relates as indicated to stabilized solutions of metallic salts useful in several arts such as paint and varnish driers, catalysts, lubricant additives, etc.
- These metallic soaps are generally, in their pure state, solids and their commercial occurrence is usually in the form of liquid solutions in organic solvents such as mineral spirits. These solutions are then added to the appropriate paint or varnish or lubricant base, and it is accordingly a further requisite of such solutions that they be capable of incorporation in the base by a simple mixing operation.
- th metallic salt solutions In order for th metallic salt solutions to be thus capable of ready admixture, with a minimum amount of a solvent such as mineral spirits, they should have a relatively low viscosity so as to reduce to a minimum the time and effort required for blending.
- the metallic soap solutions particularly'those used as driers, either before or after admixture with the vehicle in which they are designed for use, come in contact with minor amounts of water present generally as a foreign material in the container. Such water generall results in a decomposition of the metallic salts, unless some stabilizing addition agent is used.
- this invention comprises the provision of a metallic salt composition which comprises a water insoluble soap of a metal and a stabilizer therefore, comprising a mono ester 11 Claims. (Cl. 106310) of maleic acid wherein the esterifying group em bodies not more than 8 carbon atoms.
- the metals which may be used in the preparation of such metallic salts include the following:
- the metals marked thus are effective, in general, as drier metals when used alone.
- acids which may be used with any of the metals given in Table I above in the preparation of the metallic salts or soaps which comprise the compositions of this invention include the following representative acids:
- any one or more of the metals previously iden tified may be used with an one or more of the acids named above in the preparation of metallic salts which form one component of the compositions of this invention.
- a non-polar solvent such as any of the following. viz:
- the mono esters of maleic acid when used in amounts of from 1 to parts of maleate to 100 parts of metallic soaps can reduce the viscosity of solutions of, for example, cobalt ormanganese naphthenate containing 6% metal from about 4 poises down to 0.6 or less.
- the mono ester can be added to the metallic soap before or after solution in the solvent, however, we have found it has been preferable to add it before solutionwith the solvent.
- an admixture consisting essentially of a water insoluble soap of a metal selected from the class of cadmium, manganese, cobalt, calcium and barium and from about 1 to 20 parts per partsv of such metallic soap of a compound corresponding to the general formula where R represents a member of the class consisting of the monohydric, dihydric and glycol ether alcohols containing not more than 8: carbon atoms.
- an admixture consisting essentially of a.v Water insoluble soap of a metal selected from the. class of cad,- mium, manganese, cobalt, calcium, and barium, and from about 1 to 20 parts per 100 parts of such metallic soap of an alkyl acid meleate. wherein the alkyl group embodies not more than; 8 carbon atoms.
- an admixture consisting essentially of a water insoluble soap of a metal selected from the class of cad mium, manganese, cobalt, calcium, and barium and from about 1 to 20- parts per 100 parts of such metallic soap of an alky-ether acid ester maleate wherein the alkykl-ether group embodies not more than 8 carbon atoms.
- a drier comprising a soap of a drying metal and from about 1 to 20 parts per 100 parts of such drier soap of an alkyl acid ester maleate:
- alkyl group embodies not more than 8 carbon atoms.
- a drier comprising a soap of a drying metal and from about 1 to 20 parts per 100 parts of such drier soap of an alkyl-ether acid ester maleate wherein the alkyl-ether group embodies not more than 8 carbon atoms.
- a drier comprising a soap of a metal selected from, the class consisting of iron, manganese, cobalt, zinc, lead and calcium, a soap of group embodie not more than 8 carbon atoms.
- a drier comprising a soapof a metal selected from the class consisting of iron, manganese, cobalt, zinc, lead and calcium, a soap of a metal selected from the class consisting of copper, cadmium, nickel, barium, and strontium, and from 1 to 20 parts per 100 parts of total soap of an alky-ether acid ester maleate wherein the alkyl-ether group embodies not more than 8 carbon atoms.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Description
Patented Oct. 23, 1951 STABILIZED SOLUTIONS OF METALLIC SALTS Stanley B. Elliott, Shaker Heights, and Raymond J. OHara, Maple Heights, Ohio, assignors to Ferro Enamel Corporation, Cleveland, Ohio, a
corporation of Ohio No Drawing. Application January 19, 1950, Serial No. 139,538
This invention relates as indicated to stabilized solutions of metallic salts useful in several arts such as paint and varnish driers, catalysts, lubricant additives, etc.
These metallic soaps are generally, in their pure state, solids and their commercial occurrence is usually in the form of liquid solutions in organic solvents such as mineral spirits. These solutions are then added to the appropriate paint or varnish or lubricant base, and it is accordingly a further requisite of such solutions that they be capable of incorporation in the base by a simple mixing operation.
In order for th metallic salt solutions to be thus capable of ready admixture, with a minimum amount of a solvent such as mineral spirits, they should have a relatively low viscosity so as to reduce to a minimum the time and effort required for blending.
The metallic soap solutions, particularly'those used as driers, either before or after admixture with the vehicle in which they are designed for use, come in contact with minor amounts of water present generally as a foreign material in the container. Such water generall results in a decomposition of the metallic salts, unless some stabilizing addition agent is used.
It is, therefore, a principal object of this invention to provide stabilizing agents which are elfective not only to thus prevent decomposition, but which also decreases the viscosity of the solution of the metallic salt, so that a maximum metal content may be incorporated in the ultimate vehicle with a minimum of mixing time and effort.
Other objects of the invention will appear as the description proceeds.
To the accomplishment of the foregoing and related ends, said invention then comprises the features hereinafter fully described and particularly pointed out in the claims, the following description setting forth in detail certain illustrative embodiments of the invention, these being indicative, however, of but a few of the various ways inwhich the principle of the invention may be employed.
Broadly stated this invention comprises the provision of a metallic salt composition which comprises a water insoluble soap of a metal and a stabilizer therefore, comprising a mono ester 11 Claims. (Cl. 106310) of maleic acid wherein the esterifying group em bodies not more than 8 carbon atoms.
The metals which may be used in the preparation of such metallic salts include the following:
Table I Heavy metals: Iron Copper Zinc Cadmium Manganese Cobalt* Nickel Lead Alkaline earth metals:
Calcium Barium Strontium The metals marked thus are effective, in general, as drier metals when used alone. The other listed metals, while not efiectiveas drier metals, alone, nevertheless can be used in conjunction with one of the marked metals. They also find use as bodying agents, plastic stabilizers, lubricant additives, etc.
The acids which may be used with any of the metals given in Table I above in the preparation of the metallic salts or soaps which comprise the compositions of this invention include the following representative acids:
Table II Commercially available acids which are, in many cases, mixtures of certain of the'above 3 named, together with small amounts of other acids, are generally useful in the preparation of metallic soap driers.
Any one or more of the metals previously iden tified may be used with an one or more of the acids named above in the preparation of metallic salts which form one component of the compositions of this invention. For best results, however, only those resultant salts or soaps which are soluble in a non-polar solvent such as any of the following. viz:
Table III Xylen Stoddards Solvent Benzene V. M. 8: P. naptha Toluene Mineral spirits should be used.
In the following table are given a number of specific examples of metallic salts which will be found highly useful, and to which this invention particularly relates:
Table IV The mono esters of maleic acid, when used in amounts of from 1 to parts of maleate to 100 parts of metallic soaps can reduce the viscosity of solutions of, for example, cobalt ormanganese naphthenate containing 6% metal from about 4 poises down to 0.6 or less. The mono ester can be added to the metallic soap before or after solution in the solvent, however, we have found it has been preferable to add it before solutionwith the solvent.
We have found that mono-hydric, dihydric and glycol ether alcohols containing up to 8 carbon atomsare useful in producing the mono esters of maleic acid which act as stabilizers and dispersants for soap solutions.
The mono esters of maleic acid which have been found particularly useful inthis invention are given in the following table:
Table V Methyl acid ester maleate Ethyl acid ester maleate Propyl acid ester maleate Butyl acid ester maleate Amyl acid ester maleate Hexyl acid ester maleate Heptyl acid ester maleate Octyl acid ester maleate Ethylene glycol acid ster maleate Di-ethylene glycol acid ester maleate Tri-ethylene glycol acid ester maleate Methyl cellosolve acid ester maleate Ethyl cellosolve acid ester maleate Propyl cellosolve acid ester maleate Butyl cellosolve acid ester maleate Amyl cellosolve acid ester maleate Various substances have been used in conjunction with metallic soap driers as stabilizers, and in one way or another have affected the drying properties of the driers. We have found that the stabilizer of the present invention in no way effects these drying properties and are therefore superior to any stabilizers previously used.
Other modes of applying the principle of the invention may be employed, change being made as regards the details described, provided the features stated in any of the following claims or the equivalent of such be employed.
We therefore, particularly point out and distinctly claim as our invention:
1. As a new composition of matter, an admixture consisting essentially of a water insoluble soap of a metal selected from the class of cadmium, manganese, cobalt, calcium and barium and from about 1 to 20 parts per partsv of such metallic soap of a compound corresponding to the general formula where R represents a member of the class consisting of the monohydric, dihydric and glycol ether alcohols containing not more than 8: carbon atoms.
2. As a new composition, of matter, an admixture consisting essentially of a.v Water insoluble soap of a metal selected from the. class of cad,- mium, manganese, cobalt, calcium, and barium, and from about 1 to 20 parts per 100 parts of such metallic soap of an alkyl acid meleate. wherein the alkyl group embodies not more than; 8 carbon atoms.
3. As a new composition of matter, an admixture consisting essentially of a water insoluble soap of a metal selected from the class of cad mium, manganese, cobalt, calcium, and barium and from about 1 to 20- parts per 100 parts of such metallic soap of an alky-ether acid ester maleate wherein the alkykl-ether group embodies not more than 8 carbon atoms.
4. As a new composition of matter, an admixture of a water insoluble soapof a metal selected from the class of cadmium, manganese, cobalt, calcium and barium and from about 1 to 20 parts per 100 parts of such metallic soap of propyl acid ester maleate.
5. As a new composition of matter, an admixture of a water insoluble soap of a metal selected from the class of cadmium, manganese, cobalt, calcium and barium and from 1 to 20 parts per 100 parts of such metallic soap of a butyl acid ester maleate. I
6; As a new composition of matter, an admixtureof a water insoluble soap of a metal selected from the class of cadmium, manganese, cobalt", calcium and barium and from 1 to 20 parts per 100 parts of such metallic soap of an ethylene glycol acid ester maleate.
7. As a new composition of matter, an admixture, of a water insoluble soap. of a metal selected from the class of cadmium, manganese, cobalt, calcium, and barium and from 1 to 20 parts per 100 parts of such metallic soap of a methyl cellosolve acid ester maleate.
8. A drier comprising a soap of a drying metal and from about 1 to 20 parts per 100 parts of such drier soap of an alkyl acid ester maleate:
wherein the alkyl group embodies not more than 8 carbon atoms.
9. A drier comprising a soap of a drying metal and from about 1 to 20 parts per 100 parts of such drier soap of an alkyl-ether acid ester maleate wherein the alkyl-ether group embodies not more than 8 carbon atoms.
10. A drier comprising a soap of a metal selected from, the class consisting of iron, manganese, cobalt, zinc, lead and calcium, a soap of group embodie not more than 8 carbon atoms.
11. A drier comprising a soapof a metal selected from the class consisting of iron, manganese, cobalt, zinc, lead and calcium, a soap of a metal selected from the class consisting of copper, cadmium, nickel, barium, and strontium, and from 1 to 20 parts per 100 parts of total soap of an alky-ether acid ester maleate wherein the alkyl-ether group embodies not more than 8 carbon atoms. I I
STANLEY B. ELLIOTT. RAYMOND J. OHARA.
REFERENCES CITED UNITED STATES PATENTS Name Date Elliott Dec. 11, 1945 Number
Claims (1)
1. AS A NEW COMPOSITION OF MATTER, AN ADMIXTURE CONSISTING ESSENTIALLY OF A WATER INSOLUBLE SOAP OF A METAL SELECTED FROM THE CLASS OF CADMIUM, MANGANESE, COBALT, CALCIUM AND BARIUM AND FROM ABOUT 1 TO 20 PARTS PER 100 PARTS OF SUCH METALLIC SOAP OF A COMPOUND CORRESPONDING TO THE GENERAL FORMULA
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US139538A US2572803A (en) | 1950-01-19 | 1950-01-19 | Stabilized solutions of metallic salts |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US139538A US2572803A (en) | 1950-01-19 | 1950-01-19 | Stabilized solutions of metallic salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2572803A true US2572803A (en) | 1951-10-23 |
Family
ID=22487153
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US139538A Expired - Lifetime US2572803A (en) | 1950-01-19 | 1950-01-19 | Stabilized solutions of metallic salts |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2572803A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1016389B (en) * | 1955-07-09 | 1957-09-26 | Hoechst Ag | Process for the production of alkaline earth and heavy metal salts of organic acids and their solutions in gasoline, oil |
| US2858285A (en) * | 1954-08-30 | 1958-10-28 | Du Pont | Corrosion inhibiting coating composition and substrates coated therewith |
| US2891026A (en) * | 1955-04-15 | 1959-06-16 | Minnesota Mining & Mfg | Composition comprising a solution of a glycidyl polyether and a glycidyl ether of a monohydric phenol |
| US3088839A (en) * | 1961-06-27 | 1963-05-07 | Exxon Research Engineering Co | Polymer coatings containing a tertiary tridecanoic acid |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2390830A (en) * | 1945-12-11 | Stabilized solutions of metallic |
-
1950
- 1950-01-19 US US139538A patent/US2572803A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2390830A (en) * | 1945-12-11 | Stabilized solutions of metallic |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2858285A (en) * | 1954-08-30 | 1958-10-28 | Du Pont | Corrosion inhibiting coating composition and substrates coated therewith |
| US2891026A (en) * | 1955-04-15 | 1959-06-16 | Minnesota Mining & Mfg | Composition comprising a solution of a glycidyl polyether and a glycidyl ether of a monohydric phenol |
| DE1016389B (en) * | 1955-07-09 | 1957-09-26 | Hoechst Ag | Process for the production of alkaline earth and heavy metal salts of organic acids and their solutions in gasoline, oil |
| US3088839A (en) * | 1961-06-27 | 1963-05-07 | Exxon Research Engineering Co | Polymer coatings containing a tertiary tridecanoic acid |
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