GB721749A - Improvements in or relating to complex basic ferric carboxylates and methods of making the same - Google Patents
Improvements in or relating to complex basic ferric carboxylates and methods of making the sameInfo
- Publication number
- GB721749A GB721749A GB1379551A GB1379551A GB721749A GB 721749 A GB721749 A GB 721749A GB 1379551 A GB1379551 A GB 1379551A GB 1379551 A GB1379551 A GB 1379551A GB 721749 A GB721749 A GB 721749A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- acids
- fatty acids
- ethyl
- ferric hydroxide
- 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
Links
- 238000000034 method Methods 0.000 title abstract 6
- 150000007942 carboxylates Chemical class 0.000 title abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 17
- 229930195729 fatty acid Natural products 0.000 abstract 17
- 239000000194 fatty acid Substances 0.000 abstract 17
- 150000004665 fatty acids Chemical class 0.000 abstract 17
- 229960004887 ferric hydroxide Drugs 0.000 abstract 9
- IEECXTSVVFWGSE-UHFFFAOYSA-M iron(3+);oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Fe+3] IEECXTSVVFWGSE-UHFFFAOYSA-M 0.000 abstract 9
- 239000002253 acid Substances 0.000 abstract 7
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 abstract 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 abstract 6
- 239000000049 pigment Substances 0.000 abstract 6
- 244000060011 Cocos nucifera Species 0.000 abstract 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 5
- 229920000180 alkyd Polymers 0.000 abstract 5
- 235000013162 Cocos nucifera Nutrition 0.000 abstract 4
- 239000000020 Nitrocellulose Substances 0.000 abstract 4
- 239000004359 castor oil Substances 0.000 abstract 4
- 235000019438 castor oil Nutrition 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 229920001220 nitrocellulos Polymers 0.000 abstract 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 4
- FDDYHTIQXUPXFP-UHFFFAOYSA-N 8,9-dichlorooctadecanoic acid Chemical compound CCCCCCCCCC(Cl)C(Cl)CCCCCCC(O)=O FDDYHTIQXUPXFP-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 125000004429 atom Chemical group 0.000 abstract 3
- 235000012343 cottonseed oil Nutrition 0.000 abstract 3
- 239000002385 cottonseed oil Substances 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 229910052742 iron Inorganic materials 0.000 abstract 3
- 150000002889 oleic acids Chemical class 0.000 abstract 3
- 239000005012 oleoresinous Substances 0.000 abstract 3
- 239000003981 vehicle Substances 0.000 abstract 3
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 abstract 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 abstract 2
- -1 2-ethyl-hexyl Chemical group 0.000 abstract 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 abstract 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 235000021314 Palmitic acid Nutrition 0.000 abstract 2
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract 2
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 abstract 2
- 239000008199 coating composition Substances 0.000 abstract 2
- 239000003240 coconut oil Substances 0.000 abstract 2
- 235000019864 coconut oil Nutrition 0.000 abstract 2
- 239000000976 ink Substances 0.000 abstract 2
- 150000002506 iron compounds Chemical class 0.000 abstract 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- YLYBTZIQSIBWLI-UHFFFAOYSA-N octyl acetate Chemical compound CCCCCCCCOC(C)=O YLYBTZIQSIBWLI-UHFFFAOYSA-N 0.000 abstract 2
- 239000012429 reaction media Substances 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 abstract 1
- 235000021360 Myristic acid Nutrition 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- DAJYZXUXDOSMCG-UHFFFAOYSA-N diethoxyphosphoryl [diethoxyphosphoryloxy(ethoxy)phosphoryl] ethyl phosphate Chemical compound CCOP(=O)(OCC)OP(=O)(OCC)OP(=O)(OCC)OP(=O)(OCC)OCC DAJYZXUXDOSMCG-UHFFFAOYSA-N 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract 1
- 239000010931 gold Substances 0.000 abstract 1
- 229910052737 gold Inorganic materials 0.000 abstract 1
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 abstract 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract 1
- 125000005608 naphthenic acid group Chemical group 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 229960002446 octanoic acid Drugs 0.000 abstract 1
- 150000002943 palmitic acids Chemical class 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 abstract 1
- 229960003656 ricinoleic acid Drugs 0.000 abstract 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/22—Compounds of iron
- C09C1/24—Oxides of iron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/02—Iron compounds
- C07F15/025—Iron compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/80—Compositional purity
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Paints Or Removers (AREA)
Abstract
Complex basic ferric carboxylates in which hydroxyl groups of ferric hydroxide are substituted at least in part and to an extent not exceeding one hydroxyl group per three atoms of iron by a fatty acid radical of a fatty acid having at least four carbon atoms, chlorinated oleic acid, fatty acids of chlorinated cottonseed oil or a naphthenic acid (see Group IV (b)) are pigments which may be employed in organic coating compositions and printing inks, e.g. in vehicles of the nitrocellulose, alkyd or oleoresinous types. A gold lacquer is described which comprises a pigment, obtained by reacting ferric hydroxide with coconut fatty acids, nitrocellulose, coconut oil modified alkyd resin, castor oil modified alkyd resin, toluol, xylol, butyl acetate and butyl alcohol.ALSO:High molecular weight complex iron compounds are prepared by a process which comprises reacting ferric hydroxide with a compound having the formula R1OR2, in which R1 is NH4 or H and OR2 is an acid radical of a fatty acid having at least four carbon atoms, chlorinated oleic acid, fatty acids of chlorinated cottonseed oil, 8,9-dichlorostearic acid or a naphthenic acid, in a reaction medium comprising a non-reactive compound containing both an organohydrophobic and a hydrophilic group which is liquid at 102 DEG C. and condensable at that temperature by a water-cooled condenser, and separating the iron compound formed from the reaction medium, the molar ratio of ferric hydroxide to the compound of formula R1OR2 being at least 3 : 1. The invention comprises complex basic ferric carboxylates in which hydroxyl groups of ferric hydroxide are substiturtd at least in part and to an extent not exceeding one hydroxyl group per three atoms of iron by an acid radical of a fatty acid having at least four carbon atoms or a naphthenic acid. Fatty acid starting materials mentioned include stearic, palmitic, lauric and ethyl hexoic acids and their ammonium soaps, commercial mixtures of fatty acids, e.g. coconut fatty acids and castor oil fatty acids, and ricinoleic acid. Naphthenic acids mentioned include the aliphatic monocyclic acids containing up to six carbon atoms, monocyclic acids containing seven to twelve carbon atoms and dicyclic acids having more than twelve carbon atoms. Compounds containing an organohydrophobic group and an hydrophilic group mentioned include isobutyl, 2-ethyl-hexyl and hexyl alcohols, octyl acetate and hexaethyl tetraphosphate, amyl methyl ketone, the ethyl, butyl di-ether of glycol, diamyl- and triethyl-amines. In examples: Ammonia solution in excess of that required to precipitate ferric hydroxide and form the ammonium salt of the fatty acid, is added to aqueous ferric chloride solution cooled with ice, followed by coconut fatty acids, isobutanol and ethyl hexanol, the mixture is boiled under reflux and the pigment which forms is separated, dried and pulverized (1); palmitic acid is employed in a similar process (2); ammonia solution is added to a mixture of aqueous ferric chloride cooled with ice, coconut fatty acids, isobutanol and ethyl hexanol and the mixture is refluxed, and the pigment is separated (3); in similar processes ethyl hexoic acid (5); castor oil fatty acids (6); a naphthenic acid (7) are employed whilst n-octanol and iso butanol are used with stearic acid (4); caprylic acid (8); and 8,9-dichlorostearic acid (9) in similar processes. To show that not more than one mol. of acid or the ammonium salt thereof will react with three mols. of ferric hydroxide processes similar to (1) are carried out using butyric, ethyl butyric, caproic, caprylic, capric, lauric, myristic and palmitic acids, the product in each case being dissolved in toluene and precipitated with ethyl acetate. The product may be incorporated in organic coating compositions and printing inks, e.g. in vehicles of the nitrocellulose, alkyd or oleoresinous types (see Group IV (a)).ALSO:Complex basic ferric carboxylates in which hydroxyl groups of ferric hydroxide are substituted at least in part and to an extent not exceeding one hydroxyl group per three atoms of iron by an acid radical of a fatty acid having at least four carbon atoms, chlorinated oleic acid, fatty acids of chlorinated cotton seed oil, 8, 9-dichlorostearic acid or a naphthenic acid (see Group IV (b)) are pigments which may be used in alkyd, nitrocellulose and oleoresinous types of vehicles (see Group IV (a)). Acids mentioned which may be reacted with ferric hydroxide to produce the pigments include butyric, caproic, myristic, palmitic, coconut and castor oil acids.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1379551A GB721749A (en) | 1951-06-11 | 1951-06-11 | Improvements in or relating to complex basic ferric carboxylates and methods of making the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1379551A GB721749A (en) | 1951-06-11 | 1951-06-11 | Improvements in or relating to complex basic ferric carboxylates and methods of making the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB721749A true GB721749A (en) | 1955-01-12 |
Family
ID=10029517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1379551A Expired GB721749A (en) | 1951-06-11 | 1951-06-11 | Improvements in or relating to complex basic ferric carboxylates and methods of making the same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB721749A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2172797A1 (en) * | 1972-02-22 | 1973-10-05 | Gamlen Naintre Sa | Oil-sol ferric salts of org acids - for use as paint and varnish siccatives and fuel additives |
| FR2632966A1 (en) * | 1988-06-21 | 1989-12-22 | Bycosin Kemi Ab | Iron hydroxide dispersions usable as additives which improve combustion |
-
1951
- 1951-06-11 GB GB1379551A patent/GB721749A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2172797A1 (en) * | 1972-02-22 | 1973-10-05 | Gamlen Naintre Sa | Oil-sol ferric salts of org acids - for use as paint and varnish siccatives and fuel additives |
| FR2632966A1 (en) * | 1988-06-21 | 1989-12-22 | Bycosin Kemi Ab | Iron hydroxide dispersions usable as additives which improve combustion |
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