CA1134380A - Acicular aluminium salts of carboxylic acids and processes for their preparation - Google Patents
Acicular aluminium salts of carboxylic acids and processes for their preparationInfo
- Publication number
- CA1134380A CA1134380A CA000343616A CA343616A CA1134380A CA 1134380 A CA1134380 A CA 1134380A CA 000343616 A CA000343616 A CA 000343616A CA 343616 A CA343616 A CA 343616A CA 1134380 A CA1134380 A CA 1134380A
- Authority
- CA
- Canada
- Prior art keywords
- aluminium
- water
- acid
- reaction
- acicular
- 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 claims description 17
- 159000000013 aluminium salts Chemical class 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 7
- 150000001735 carboxylic acids Chemical class 0.000 title description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 47
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 5
- 238000002425 crystallisation Methods 0.000 claims abstract description 5
- RKFMOTBTFHXWCM-UHFFFAOYSA-M [AlH2]O Chemical class [AlH2]O RKFMOTBTFHXWCM-UHFFFAOYSA-M 0.000 claims abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 54
- 239000000203 mixture Substances 0.000 claims description 42
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 36
- 238000006243 chemical reaction Methods 0.000 claims description 32
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims description 27
- 229910021502 aluminium hydroxide Inorganic materials 0.000 claims description 27
- 239000011541 reaction mixture Substances 0.000 claims description 23
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 19
- 238000004821 distillation Methods 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 13
- 235000019260 propionic acid Nutrition 0.000 claims description 9
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 9
- HQQUTGFAWJNQIP-UHFFFAOYSA-K aluminum;diacetate;hydroxide Chemical compound CC(=O)O[Al](O)OC(C)=O HQQUTGFAWJNQIP-UHFFFAOYSA-K 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 229920003023 plastic Polymers 0.000 claims description 6
- 239000004033 plastic Substances 0.000 claims description 6
- 230000007935 neutral effect Effects 0.000 claims description 4
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- BHIIYOGMXBOWFL-UHFFFAOYSA-K aluminum;hexanedioate;hydroxide Chemical compound [OH-].[Al+3].[O-]C(=O)CCCCC([O-])=O BHIIYOGMXBOWFL-UHFFFAOYSA-K 0.000 claims description 3
- 230000007717 exclusion Effects 0.000 claims description 3
- 230000003014 reinforcing effect Effects 0.000 claims description 3
- DZRLVERMUJPTGX-UHFFFAOYSA-K [OH-].[Al+3].CCC([O-])=O.CCC([O-])=O Chemical compound [OH-].[Al+3].CCC([O-])=O.CCC([O-])=O DZRLVERMUJPTGX-UHFFFAOYSA-K 0.000 claims description 2
- QFQCRKHQQQLKKY-UHFFFAOYSA-K aluminum;decanedioate;hydroxide Chemical compound [OH-].[Al+3].[O-]C(=O)CCCCCCCCC([O-])=O QFQCRKHQQQLKKY-UHFFFAOYSA-K 0.000 claims description 2
- 239000012442 inert solvent Substances 0.000 claims description 2
- 229910000329 aluminium sulfate Inorganic materials 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000013078 crystal Substances 0.000 abstract description 10
- 229920000642 polymer Polymers 0.000 abstract description 8
- 239000000945 filler Substances 0.000 abstract description 7
- 229920000647 polyepoxide Polymers 0.000 abstract description 4
- 239000000539 dimer Substances 0.000 abstract description 3
- 239000012763 reinforcing filler Substances 0.000 abstract description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 46
- 239000000047 product Substances 0.000 description 45
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 44
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 26
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 24
- 229960004592 isopropanol Drugs 0.000 description 22
- 238000004458 analytical method Methods 0.000 description 19
- 229960000583 acetic acid Drugs 0.000 description 18
- 229910001679 gibbsite Inorganic materials 0.000 description 18
- 239000000725 suspension Substances 0.000 description 17
- 229910052782 aluminium Inorganic materials 0.000 description 16
- 235000011054 acetic acid Nutrition 0.000 description 15
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 15
- 238000003756 stirring Methods 0.000 description 15
- 239000002253 acid Substances 0.000 description 13
- 239000001361 adipic acid Substances 0.000 description 13
- 235000011037 adipic acid Nutrition 0.000 description 13
- 238000006277 sulfonation reaction Methods 0.000 description 13
- -1 polyole~ins Chemical class 0.000 description 12
- 230000035484 reaction time Effects 0.000 description 12
- 238000010992 reflux Methods 0.000 description 10
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- 239000005711 Benzoic acid Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- 235000010233 benzoic acid Nutrition 0.000 description 7
- 238000002329 infrared spectrum Methods 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000004411 aluminium Substances 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 6
- 150000001242 acetic acid derivatives Chemical class 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 150000001278 adipic acid derivatives Chemical class 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 150000001991 dicarboxylic acids Chemical class 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
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- 238000001816 cooling Methods 0.000 description 4
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- 229920001971 elastomer Polymers 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 3
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 229920002367 Polyisobutene Polymers 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229940117389 dichlorobenzene Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 239000003365 glass fiber Substances 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229920006324 polyoxymethylene Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920001634 Copolyester Polymers 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 229940117969 neopentyl glycol Drugs 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- GBURUDXSBYGPBL-UHFFFAOYSA-N 2,2,3-trimethylhexanedioic acid Chemical compound OC(=O)C(C)(C)C(C)CCC(O)=O GBURUDXSBYGPBL-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 229910018626 Al(OH) Inorganic materials 0.000 description 1
- 229910017089 AlO(OH) Inorganic materials 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
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- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- DXNAVBJNFLKWIK-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O.CC(O)=O DXNAVBJNFLKWIK-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001399 aluminium compounds Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
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- MHCAFGMQMCSRGH-UHFFFAOYSA-N aluminum;hydrate Chemical compound O.[Al] MHCAFGMQMCSRGH-UHFFFAOYSA-N 0.000 description 1
- DMGNPLVEZUUCBT-UHFFFAOYSA-K aluminum;propanoate Chemical class [Al+3].CCC([O-])=O.CCC([O-])=O.CCC([O-])=O DMGNPLVEZUUCBT-UHFFFAOYSA-K 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
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- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- FQSQGNAYFVLZMP-UHFFFAOYSA-N benzoic acid;hydrate Chemical compound O.OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1 FQSQGNAYFVLZMP-UHFFFAOYSA-N 0.000 description 1
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- DEZLGGMBXDKRAK-UHFFFAOYSA-N decanedioic acid;hydrate Chemical compound O.OC(=O)CCCCCCCCC(O)=O DEZLGGMBXDKRAK-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 238000004448 titration Methods 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
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000007966 viscous suspension Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/08—Acetic acid
- C07C53/10—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/122—Propionic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/14—Adipic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/20—Sebacic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
- C07C63/06—Benzoic acid
- C07C63/08—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/32—Epoxy compounds containing three or more epoxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH40379A CH640497A5 (en) | 1979-01-16 | 1979-01-16 | Needle-shaped aluminium compounds, a process for their preparation, and curable, epoxy resin-based mixtures containing such compounds |
| CH403/79-0 | 1979-01-16 | ||
| CH40479A CH640252A5 (en) | 1979-01-16 | 1979-01-16 | Curable mixture for the preparation of reinforced, elastomeric, epoxy resin-based plastics |
| CH404/79-2 | 1979-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1134380A true CA1134380A (en) | 1982-10-26 |
Family
ID=25684472
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000343616A Expired CA1134380A (en) | 1979-01-16 | 1980-01-14 | Acicular aluminium salts of carboxylic acids and processes for their preparation |
| CA000343615A Expired CA1156390A (en) | 1979-01-16 | 1980-01-14 | Curable mixture for producing reinforced elastomeric plastics based on epoxide resin |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000343615A Expired CA1156390A (en) | 1979-01-16 | 1980-01-14 | Curable mixture for producing reinforced elastomeric plastics based on epoxide resin |
Country Status (5)
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4535486A (en) * | 1981-05-18 | 1985-08-20 | Rensselaer Polytechnic Institute | Low friction bearing surfaces and structures particularly for artificial prosthetic joints |
| US4547910A (en) * | 1981-05-18 | 1985-10-22 | Rensselaer Polytechnic Institute | Low friction bearing surfaces and structures particularly for artificial prosthetic joints |
| DE3516703A1 (de) * | 1985-05-09 | 1986-11-13 | Riedel-De Haen Ag, 3016 Seelze | Wasserfreies basisches aluminiumformiat |
| DE4002988A1 (de) * | 1990-02-01 | 1991-08-14 | Baerlocher Chem | Basische calcium-aluminium-hydroxid-dicarboxylate, verfahren zu deren herstellung und deren verwendung |
| US5182410A (en) * | 1990-12-14 | 1993-01-26 | Aluminum Company Of America | Organo-aluminum hydroxide compounds |
| DE4106404C2 (de) * | 1991-02-28 | 1995-05-18 | Baerlocher Gmbh | Calcium-Aluminium-Hydroxid-Dicarboxylate, Verfahren zu deren Herstellung und deren Verwendung |
| US6369183B1 (en) * | 1998-08-13 | 2002-04-09 | Wm. Marsh Rice University | Methods and materials for fabrication of alumoxane polymers |
| AU6095900A (en) | 1999-07-20 | 2001-02-05 | Munksjo Paper Decor, Inc. | Aluminum compounds and process of making the same |
| US6498262B2 (en) * | 2001-01-17 | 2002-12-24 | Chattem Chemicals, Inc. | Process for producing aluminum diacetate monobasic |
| US6986943B1 (en) | 2002-06-12 | 2006-01-17 | Tda Research, Inc. | Surface modified particles by multi-step addition and process for the preparation thereof |
| US7244498B2 (en) * | 2002-06-12 | 2007-07-17 | Tda Research, Inc. | Nanoparticles modified with multiple organic acids |
| US6933046B1 (en) * | 2002-06-12 | 2005-08-23 | Tda Research, Inc. | Releasable corrosion inhibitor compositions |
| US6887517B1 (en) | 2002-06-12 | 2005-05-03 | Tda Research | Surface modified particles by multi-step Michael-type addition and process for the preparation thereof |
| CA2606407A1 (en) * | 2005-04-26 | 2006-11-02 | Tda Research, Inc. | Releasable corrosion inhibitor compositions |
| JP5233266B2 (ja) * | 2006-12-26 | 2013-07-10 | 住友化学株式会社 | 結晶性熱可塑性重合体組成物 |
| WO2017075035A1 (en) | 2015-10-26 | 2017-05-04 | Ecolab Usa Inc. | Highly homogenous zeolite precursors |
| JP7125937B2 (ja) | 2016-12-02 | 2022-08-25 | エコラブ ユーエスエイ インク | ポリアルミニウム塩ならびに高純度コロイド状アルミナ－シリカ複合粒子およびゼオライトの調製におけるそれらの使用 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US801158A (en) * | 1905-04-24 | 1905-10-03 | Rudolf Reiss | Process of making insoluble aluminum acetate. |
| FR379547A (fr) * | 1907-04-08 | 1907-11-09 | Chemische Werke Fritz Friedlaender G. M. B. H. | Procédé de fabrication de sels organiques d'aluminium insolubles |
| US1878962A (en) * | 1929-10-10 | 1932-09-20 | Fbiedbichmeidebt | |
| DE569946C (de) * | 1931-03-25 | 1933-02-09 | I G Farbenindustrie Akt Ges | Verfahren zur Herstellung der Aluminiumsalze von Carbonsaeuren |
| US2086499A (en) * | 1933-03-25 | 1937-07-06 | Firm Zschimmer & Schwarz Chem | Process for the manufacture of stable, solid, water-soluble aluminum acetate |
| US2011292A (en) * | 1933-09-16 | 1935-08-13 | Gen Aniline Works Inc | Preparations containing aluminium acetate and aluminium formate |
| DE887945C (de) * | 1944-01-04 | 1953-08-27 | Chemie | Verfahren zur Herstellung von reinstem Aluminiumacetat mit niedrigem Essigsaeuregehalt |
| US2522641A (en) * | 1948-12-03 | 1950-09-19 | Universal Oil Prod Co | Aluminum salt composition and process for producing same |
| US2682507A (en) * | 1952-12-15 | 1954-06-29 | Gen Electric | Silicone oils having low viscositytemperature coefficients |
| US2965662A (en) * | 1955-06-24 | 1960-12-20 | Standard Ultramarine & Color C | Aluminum benzoates |
| US2915475A (en) * | 1958-12-29 | 1959-12-01 | Du Pont | Fibrous alumina monohydrate and its production |
| US2992262A (en) * | 1959-02-02 | 1961-07-11 | Du Pont | Process for preparing basic aluminum salts of aliphatic carboxylic acids |
| US3668177A (en) * | 1962-08-31 | 1972-06-06 | Koninkl Nv | Molding masses for producing fiber reinforced plastic articles, methods of preparing such molding masses, and articles produced therefrom |
| NL302361A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1963-01-31 | |||
| CH459563A (de) * | 1965-09-21 | 1968-07-15 | Ciba Geigy | Epoxyharz-Pressmasse |
| US3413222A (en) * | 1965-12-27 | 1968-11-26 | Chevron Res | Grease compositions |
| DE1644832C3 (de) * | 1966-11-30 | 1975-11-06 | Henkel & Cie Gmbh, 4000 Duesseldorf | Herstellung von Überzügen, Verklebungen, und VerguBfugen auf Basis von TrIgIy cidylisocyanurat |
| US3496122A (en) * | 1967-07-14 | 1970-02-17 | Ciba Ltd | Modified triglycidylisocyanurate resins |
| US3629184A (en) * | 1968-09-23 | 1971-12-21 | Grace W R & Co | Whisker reinforced binders for laminated composites and adhesives |
| GB1436732A (en) * | 1972-05-22 | 1976-05-26 | Merkl G G | Preparing metal-carboxylic acid compounds |
| AU5942573A (en) * | 1972-08-25 | 1975-02-20 | Commw Scient Ind Res Org | Coating particulates |
| DE2454221C2 (de) * | 1974-11-15 | 1985-03-21 | Bayer Ag, 5090 Leverkusen | Neue verstärkte Kunststoffe und Verfahren zu ihrer Herstellung |
| JPS53137226A (en) * | 1977-03-15 | 1978-11-30 | Hiyougoken | Ettringite composite |
-
1980
- 1980-01-04 US US06/109,739 patent/US4294745A/en not_active Expired - Lifetime
- 1980-01-04 US US06/109,716 patent/US4327032A/en not_active Expired - Lifetime
- 1980-01-14 GB GB8001160A patent/GB2039913B/en not_active Expired
- 1980-01-14 CA CA000343616A patent/CA1134380A/en not_active Expired
- 1980-01-14 FR FR8000680A patent/FR2446847A1/fr active Granted
- 1980-01-14 DE DE19803001081 patent/DE3001081A1/de not_active Withdrawn
- 1980-01-14 DE DE19803001093 patent/DE3001093A1/de not_active Ceased
- 1980-01-14 FR FR8000679A patent/FR2446837B1/fr not_active Expired
- 1980-01-14 CA CA000343615A patent/CA1156390A/en not_active Expired
- 1980-01-14 GB GB8001159A patent/GB2040938B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2446847B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1984-10-05 |
| US4294745A (en) | 1981-10-13 |
| GB2040938B (en) | 1984-01-25 |
| FR2446837A1 (fr) | 1980-08-14 |
| GB2040938A (en) | 1980-09-03 |
| US4327032A (en) | 1982-04-27 |
| DE3001081A1 (de) | 1980-07-24 |
| CA1156390A (en) | 1983-11-01 |
| GB2039913B (en) | 1983-01-26 |
| GB2039913A (en) | 1980-08-20 |
| DE3001093A1 (de) | 1980-07-24 |
| FR2446847A1 (fr) | 1980-08-14 |
| FR2446837B1 (fr) | 1985-12-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |