CA1215996A - Complexes d'oxo-aluminium - Google Patents

Complexes d'oxo-aluminium

Info

Publication number: CA1215996A
Authority: CA; Canada
Prior art keywords: oxo; aluminum; complex according; aluminum complex; carbon atoms
Prior art date: 1982-07-09
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

Application number

CA000406972A

Other languages

English (en)

Inventor

John H.W. Turner

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Manchem Ltd

Original Assignee

Manchem Ltd

Priority date (The priority date 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 date listed.)

1982-07-09

Filing date

1982-07-09

Publication date

1986-12-30

1982-07-09 Application filed by Manchem Ltd filed Critical Manchem Ltd

1982-07-09 Priority to CA000406972A priority Critical patent/CA1215996A/fr

1986-12-30 Application granted granted Critical

1986-12-30 Publication of CA1215996A publication Critical patent/CA1215996A/fr

Status Expired legal-status Critical Current

Links

AQEZCDJYCYMVIB-UHFFFAOYSA-N oxoalumane Chemical class [AlH]=O AQEZCDJYCYMVIB-UHFFFAOYSA-N 0.000 title claims abstract description 14
229910052782 aluminium Inorganic materials 0.000 claims abstract description 28
-1 aluminum alkoxide Chemical class 0.000 claims abstract description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 10
229920000180 alkyd Polymers 0.000 claims abstract description 7
229920003002 synthetic resin Polymers 0.000 claims abstract description 7
239000000057 synthetic resin Substances 0.000 claims abstract description 7
150000001875 compounds Chemical class 0.000 claims description 31
239000000203 mixture Substances 0.000 claims description 23
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical class [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 22
125000001424 substituent group Chemical group 0.000 claims description 22
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
150000004703 alkoxides Chemical class 0.000 claims description 15
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 15
WHOPEPSOPUIRQQ-UHFFFAOYSA-N oxoaluminum Chemical compound O1[Al]O[Al]1 WHOPEPSOPUIRQQ-UHFFFAOYSA-N 0.000 claims description 15
238000004821 distillation Methods 0.000 claims description 12
238000006243 chemical reaction Methods 0.000 claims description 11
125000004432 carbon atom Chemical group C* 0.000 claims description 10
XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims description 9
238000000034 method Methods 0.000 claims description 9
238000007605 air drying Methods 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 7
150000002148 esters Chemical class 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
230000008030 elimination Effects 0.000 claims description 5
238000003379 elimination reaction Methods 0.000 claims description 5
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
150000005690 diesters Chemical class 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
239000001301 oxygen Substances 0.000 claims description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
150000001298 alcohols Chemical class 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
150000002989 phenols Chemical class 0.000 claims description 2
150000003628 tricarboxylic acids Chemical class 0.000 claims 3
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
150000001735 carboxylic acids Chemical class 0.000 claims 1
150000001991 dicarboxylic acids Chemical class 0.000 claims 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
229910052739 hydrogen Inorganic materials 0.000 claims 1
239000001257 hydrogen Substances 0.000 claims 1
125000001867 hydroperoxy group Chemical group [*]OO[H] 0.000 claims 1
125000005645 linoleyl group Chemical group 0.000 claims 1
230000007812 deficiency Effects 0.000 abstract description 4
239000008199 coating composition Substances 0.000 abstract description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 26
229920005989 resin Polymers 0.000 description 16
239000011347 resin Substances 0.000 description 16
239000002253 acid Substances 0.000 description 13
239000000047 product Substances 0.000 description 12
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 9
238000000576 coating method Methods 0.000 description 8
239000000243 solution Substances 0.000 description 8
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 7
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 6
239000006227 byproduct Substances 0.000 description 6
238000001035 drying Methods 0.000 description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
238000010992 reflux Methods 0.000 description 5
SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 4
238000009833 condensation Methods 0.000 description 4
230000005494 condensation Effects 0.000 description 4
235000020778 linoleic acid Nutrition 0.000 description 4
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
230000008569 process Effects 0.000 description 4
239000002904 solvent Substances 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
125000004429 atom Chemical group 0.000 description 3
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
230000003301 hydrolyzing effect Effects 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
239000000463 material Substances 0.000 description 3
239000003973 paint Substances 0.000 description 3
230000009257 reactivity Effects 0.000 description 3
239000007787 solid Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
RKFMOTBTFHXWCM-UHFFFAOYSA-M [AlH2]O Chemical compound [AlH2]O RKFMOTBTFHXWCM-UHFFFAOYSA-M 0.000 description 2
YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
150000005840 aryl radicals Chemical group 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
238000000265 homogenisation Methods 0.000 description 2
150000002440 hydroxy compounds Chemical class 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
229940049918 linoleate Drugs 0.000 description 2
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
239000000344 soap Substances 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
LKMJVFRMDSNFRT-UHFFFAOYSA-N 2-(methoxymethyl)oxirane Chemical compound COCC1CO1 LKMJVFRMDSNFRT-UHFFFAOYSA-N 0.000 description 1
NLMKTBGFQGKQEV-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hexadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NLMKTBGFQGKQEV-UHFFFAOYSA-N 0.000 description 1
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
125000002015 acyclic group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
LVNMHPYMUHSBPG-UHFFFAOYSA-N aluminum 1,1-diethoxyethanolate ethyl 3-oxobutanoate Chemical compound C(CC(=O)C)(=O)OCC.C(C)OC([O-])(C)OCC.[Al+3].C(C)OC([O-])(C)OCC.C(C)OC([O-])(C)OCC LVNMHPYMUHSBPG-UHFFFAOYSA-N 0.000 description 1
VGPHVNLDQKZJHI-UHFFFAOYSA-N aluminum 2,2,2-triethoxyethanolate Chemical compound [Al+3].CCOC(C[O-])(OCC)OCC.CCOC(C[O-])(OCC)OCC.CCOC(C[O-])(OCC)OCC VGPHVNLDQKZJHI-UHFFFAOYSA-N 0.000 description 1
159000000032 aromatic acids Chemical class 0.000 description 1
125000004104 aryloxy group Chemical group 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000002131 composite material Substances 0.000 description 1
229940125782 compound 2 Drugs 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000000498 cooling water Substances 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
MIHINWMALJZIBX-UHFFFAOYSA-N cyclohexa-2,4-dien-1-ol Chemical class OC1CC=CC=C1 MIHINWMALJZIBX-UHFFFAOYSA-N 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
PQJYOOFQDXGDDS-ISLYRVAYSA-N dinonyl (e)-but-2-enedioate Chemical compound CCCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCCC PQJYOOFQDXGDDS-ISLYRVAYSA-N 0.000 description 1
TVWTZAGVNBPXHU-NXVVXOECSA-N dioctyl (z)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C/C(=O)OCCCCCCCC TVWTZAGVNBPXHU-NXVVXOECSA-N 0.000 description 1
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
238000006073 displacement reaction Methods 0.000 description 1
KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 1
150000002194 fatty esters Chemical class 0.000 description 1
238000001879 gelation Methods 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
125000001475 halogen functional group Chemical group 0.000 description 1
231100000086 high toxicity Toxicity 0.000 description 1
150000002432 hydroperoxides Chemical class 0.000 description 1
OUUQCZGPVNCOIJ-UHFFFAOYSA-N hydroperoxyl Chemical group O[O] OUUQCZGPVNCOIJ-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
239000006115 industrial coating Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
239000000976 ink Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000005395 methacrylic acid group Chemical group 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
150000002763 monocarboxylic acids Chemical class 0.000 description 1
YWWHKOHZGJFMIE-UHFFFAOYSA-N monoethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(O)=O YWWHKOHZGJFMIE-UHFFFAOYSA-N 0.000 description 1
GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
235000010292 orthophenyl phenol Nutrition 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000002924 oxiranes Chemical class 0.000 description 1
230000035699 permeability Effects 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920001983 poloxamer Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
OGHBATFHNDZKSO-UHFFFAOYSA-N propan-2-olate Chemical compound CC(C)[O-] OGHBATFHNDZKSO-UHFFFAOYSA-N 0.000 description 1
XEIOPEQGDSYOIH-MURFETPASA-N propan-2-yl (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC(C)C XEIOPEQGDSYOIH-MURFETPASA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1

CA000406972A 1982-07-09 1982-07-09 Complexes d'oxo-aluminium Expired CA1215996A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000406972A CA1215996A (fr)	1982-07-09	1982-07-09	Complexes d'oxo-aluminium

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000406972A CA1215996A (fr)	1982-07-09	1982-07-09	Complexes d'oxo-aluminium

Publications (1)

Publication Number	Publication Date
CA1215996A true CA1215996A (fr)	1986-12-30

Family

ID=4123184

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000406972A Expired CA1215996A (fr)	1982-07-09	1982-07-09	Complexes d'oxo-aluminium

Country Status (1)

Country	Link
CA (1)	CA1215996A (fr)

1982
- 1982-07-09 CA CA000406972A patent/CA1215996A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2003-12-30	MKEX	Expiry

Publication	Publication Date	Title
US3296242A (en)	1967-01-03	Metal-acyloxy compounds and method of preparing same
DE2758414C2 (fr)	1988-02-25
US2680726A (en)	1954-06-08	Antimony mercaptoesters and chlorinated organic compounds stabilized therewith
US4597800A (en)	1986-07-01	Oxo-aluminum complexes
US4647680A (en)	1987-03-03	Water-soluble titanium acetylacetonates
US2979497A (en)	1961-04-11	Cyclic aluminum oxide acylates, alkoxides, and phenoxides
US2752325A (en)	1956-06-26	Reaction products of an organic tin compound with a glycol ester of a mercaptocarboxylic acid, and high molecular weight halogenated materials stabilized therewith
FI77882C (fi)	1989-05-10	Ytbelaeggningskomposition.
CA1215996A (fr)	1986-12-30	Complexes d'oxo-aluminium
GB698971A (en)	1953-10-28	Improvements relating to fungicidal compositions
US2472900A (en)	1949-06-14	Vinyl chloride resins plasticized with diester-amides
US4621148A (en)	1986-11-04	Water-soluble triethanolamine titanates
CA1053254A (fr)	1979-04-24	Esters d'acides bis (hydroxy-di-tert-butylphenyl)-alkanoiques
US5124074A (en)	1992-06-23	Anti-foaming agent
US3088917A (en)	1963-05-07	Mixtures of secondary and tertiary phosphite esters of ether alcohols
US2717900A (en)	1955-09-13	Preparation of organosilicon compounds
US2483726A (en)	1949-10-04	Polyesters
JPH0574596B2 (fr)	1993-10-18
US4937365A (en)	1990-06-26	Alpha-mercaptoester substituted diorganopolysiloxanes
US3941606A (en)	1976-03-02	Metal carboxylate-alkoxy alcoholate composition and process
US4546136A (en)	1985-10-08	Organotin-containing composition for the stabilization of polymers of vinyl chloride
US2880221A (en)	1959-03-31	Production of titanium esters
JPS6150114B2 (fr)	1986-11-01
US3092663A (en)	1963-06-04	2-hydroxy-2', 4, 5-trimethylbenzophenone
USH1386H (en)	1994-12-06	Aluminum complexes useful for cross-linking coating compositions