BE363154A - - Google Patents

Info

Publication number

BE363154A

BE363154A BE363154DA BE363154A BE 363154 A BE363154 A BE 363154A BE 363154D A BE363154D A BE 363154DA BE 363154 A BE363154 A BE 363154A

Authority

BE

Belgium

Prior art keywords

etherification

sulfuric acid

acid

degree

solution

Prior art date

Links

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• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 62
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 30
• 238000006266 etherification reaction Methods 0.000 claims description 30
• WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 15
• 238000000034 method Methods 0.000 claims description 13
• 239000002904 solvent Substances 0.000 claims description 11
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
• 238000004519 manufacturing process Methods 0.000 claims description 10
• 239000000020 Nitrocellulose Substances 0.000 claims description 9
• 229920001220 nitrocellulos Polymers 0.000 claims description 9
• 150000007524 organic acids Chemical class 0.000 claims description 8
• 230000021736 acetylation Effects 0.000 claims description 5
• 238000006640 acetylation reaction Methods 0.000 claims description 5
• 238000006243 chemical reaction Methods 0.000 claims description 5
• 229910052757 nitrogen Inorganic materials 0.000 claims description 5
• 229920002955 Art silk Polymers 0.000 claims description 4
• 239000002966 varnish Substances 0.000 claims description 4
• 239000003054 catalyst Substances 0.000 claims description 3
• 238000009987 spinning Methods 0.000 claims description 3
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
• 239000004014 plasticizer Substances 0.000 claims description 2
• 239000001632 sodium acetate Substances 0.000 claims description 2
• 235000017281 sodium acetate Nutrition 0.000 claims description 2
• 239000000243 solution Substances 0.000 claims 5
• 239000003795 chemical substances by application Substances 0.000 claims 1
• 239000012895 dilution Substances 0.000 claims 1
• 238000010790 dilution Methods 0.000 claims 1
• 239000000047 product Substances 0.000 description 37
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
• 229940081735 acetylcellulose Drugs 0.000 description 15
• 229920002301 cellulose acetate Polymers 0.000 description 15
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
• SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 12
• 229920002678 cellulose Polymers 0.000 description 11
• 239000000203 mixture Substances 0.000 description 8
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
• 239000001913 cellulose Substances 0.000 description 6
• 239000002253 acid Substances 0.000 description 5
• 235000019441 ethanol Nutrition 0.000 description 4
• NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
• 230000006641 stabilisation Effects 0.000 description 3
• 238000011105 stabilization Methods 0.000 description 3
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
• GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
• 238000000578 dry spinning Methods 0.000 description 2
• 230000007062 hydrolysis Effects 0.000 description 2
• 238000006460 hydrolysis reaction Methods 0.000 description 2
• TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
• 229910017604 nitric acid Inorganic materials 0.000 description 2
• URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
• 229920002160 Celluloid Polymers 0.000 description 1
• 229920002284 Cellulose triacetate Polymers 0.000 description 1
• 229920000742 Cotton Polymers 0.000 description 1
• XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
• 229920002472 Starch Polymers 0.000 description 1
• NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
• 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
• 150000008064 anhydrides Chemical class 0.000 description 1
• 125000001309 chloro group Chemical group Cl* 0.000 description 1
• 230000001112 coagulating effect Effects 0.000 description 1
• HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 238000001704 evaporation Methods 0.000 description 1
• 230000008020 evaporation Effects 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
• 230000022244 formylation Effects 0.000 description 1
• 238000006170 formylation reaction Methods 0.000 description 1
• 235000013773 glyceryl triacetate Nutrition 0.000 description 1
• 239000001087 glyceryl triacetate Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 230000003301 hydrolyzing effect Effects 0.000 description 1
• 239000004434 industrial solvent Substances 0.000 description 1
• 239000010985 leather Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000002932 luster Substances 0.000 description 1
• OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
• -1 nitroacetyl Chemical group 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 238000001556 precipitation Methods 0.000 description 1
• 238000007127 saponification reaction Methods 0.000 description 1
• 230000000087 stabilizing effect Effects 0.000 description 1
• 239000008107 starch Substances 0.000 description 1
• 235000019698 starch Nutrition 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 239000010902 straw Substances 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 229960002622 triacetin Drugs 0.000 description 1
• 150000005691 triesters Chemical class 0.000 description 1
• 238000005406 washing Methods 0.000 description 1
• 239000002699 waste material Substances 0.000 description 1