BE452737A - - Google Patents

Info

Publication number

BE452737A

BE452737A BE452737DA BE452737A BE 452737 A BE452737 A BE 452737A BE 452737D A BE452737D A BE 452737DA BE 452737 A BE452737 A BE 452737A

Authority

BE

Belgium

Prior art keywords

esterification

acid

alcohol

fatty acids

alcohols

Prior art date

Links

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• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 26
• MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 claims description 12
• 238000005886 esterification reaction Methods 0.000 claims description 12
• 230000032050 esterification Effects 0.000 claims description 11
• 238000000034 method Methods 0.000 claims description 11
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
• 150000001298 alcohols Chemical class 0.000 claims description 8
• 238000009835 boiling Methods 0.000 claims description 4
• 235000011149 sulphuric acid Nutrition 0.000 claims description 2
• 235000014113 dietary fatty acids Nutrition 0.000 description 26
• 239000000194 fatty acid Substances 0.000 description 26
• 229930195729 fatty acid Natural products 0.000 description 26
• 150000004665 fatty acids Chemical class 0.000 description 25
• 235000019441 ethanol Nutrition 0.000 description 24
• 239000002253 acid Substances 0.000 description 12
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
• 238000005406 washing Methods 0.000 description 8
• 235000019484 Rapeseed oil Nutrition 0.000 description 6
• 238000006243 chemical reaction Methods 0.000 description 6
• 239000007795 chemical reaction product Substances 0.000 description 6
• 239000003054 catalyst Substances 0.000 description 5
• 150000007513 acids Chemical class 0.000 description 4
• ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
• 239000003921 oil Substances 0.000 description 3
• 235000019198 oils Nutrition 0.000 description 3
• 239000000047 product Substances 0.000 description 3
• 239000000126 substance Substances 0.000 description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
• 230000015572 biosynthetic process Effects 0.000 description 2
• 150000001735 carboxylic acids Chemical class 0.000 description 2
• 150000001875 compounds Chemical class 0.000 description 2
• 150000002170 ethers Chemical class 0.000 description 2
• -1 ethers salts Chemical class 0.000 description 2
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
• 239000003925 fat Substances 0.000 description 2
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
• 239000010931 gold Substances 0.000 description 2
• 229910052737 gold Inorganic materials 0.000 description 2
• 229930195733 hydrocarbon Natural products 0.000 description 2
• 150000002430 hydrocarbons Chemical class 0.000 description 2
• 229940035429 isobutyl alcohol Drugs 0.000 description 2
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 230000003647 oxidation Effects 0.000 description 2
• 238000007254 oxidation reaction Methods 0.000 description 2
• 239000011541 reaction mixture Substances 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• 238000006277 sulfonation reaction Methods 0.000 description 2
• 239000010698 whale oil Substances 0.000 description 2
• DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
• LRDIEHDJWYRVPT-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 LRDIEHDJWYRVPT-UHFFFAOYSA-N 0.000 description 1
• IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 1
• 240000002791 Brassica napus Species 0.000 description 1
• 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
• 241000723346 Cinnamomum camphora Species 0.000 description 1
• 241000689227 Cora <basidiomycete fungus> Species 0.000 description 1
• 235000019483 Peanut oil Nutrition 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• 229960000846 camphor Drugs 0.000 description 1
• 229930008380 camphor Natural products 0.000 description 1
• 238000003763 carbonization Methods 0.000 description 1
• 230000003197 catalytic effect Effects 0.000 description 1
• 238000010494 dissociation reaction Methods 0.000 description 1
• 230000005593 dissociations Effects 0.000 description 1
• 238000004821 distillation Methods 0.000 description 1
• 230000008451 emotion Effects 0.000 description 1
• 238000011049 filling Methods 0.000 description 1
• 230000002401 inhibitory effect Effects 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000002480 mineral oil Substances 0.000 description 1
• 239000000312 peanut oil Substances 0.000 description 1
• 238000007086 side reaction Methods 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 239000003760 tallow Substances 0.000 description 1