CS195860B1 - Sposob výroby kyseliny propiónovej a/alebo jantárovej - Google Patents
Sposob výroby kyseliny propiónovej a/alebo jantárovej Download PDFInfo
- Publication number
- CS195860B1 CS195860B1 CS141476A CS141476A CS195860B1 CS 195860 B1 CS195860 B1 CS 195860B1 CS 141476 A CS141476 A CS 141476A CS 141476 A CS141476 A CS 141476A CS 195860 B1 CS195860 B1 CS 195860B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- succinic acid
- hydrogen
- acid
- propionic acid
- propionic
- Prior art date
Links
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 title claims description 44
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 title claims description 26
- 235000019260 propionic acid Nutrition 0.000 title claims description 22
- 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 title claims description 22
- 239000001384 succinic acid Substances 0.000 title claims description 13
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000003054 catalyst Substances 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 239000007858 starting material Substances 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- 238000004508 fractional distillation Methods 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 238000005984 hydrogenation reaction Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- GSCLMSFRWBPUSK-UHFFFAOYSA-N beta-Butyrolactone Chemical compound CC1CC(=O)O1 GSCLMSFRWBPUSK-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000012907 honey Nutrition 0.000 description 2
- 238000007037 hydroformylation reaction Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 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
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- KSBBJJYULNAYMC-UHFFFAOYSA-N [Rh].[In] Chemical class [Rh].[In] KSBBJJYULNAYMC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- 230000006315 carbonylation Effects 0.000 description 1
- 238000005810 carbonylation reaction Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS141476A CS195860B1 (sk) | 1976-03-04 | 1976-03-04 | Sposob výroby kyseliny propiónovej a/alebo jantárovej |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS141476A CS195860B1 (sk) | 1976-03-04 | 1976-03-04 | Sposob výroby kyseliny propiónovej a/alebo jantárovej |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS195860B1 true CS195860B1 (sk) | 1980-02-29 |
Family
ID=5348443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS141476A CS195860B1 (sk) | 1976-03-04 | 1976-03-04 | Sposob výroby kyseliny propiónovej a/alebo jantárovej |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS195860B1 (sk) |
-
1976
- 1976-03-04 CS CS141476A patent/CS195860B1/sk unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0891315B1 (en) | Process for the purification of butane-1,4-diol | |
| JPH10204009A (ja) | C原子7ないし18個を有するアルコールの製造方法及び該アルコールのプラスチック用可塑剤としての使用 | |
| CN100400490C (zh) | 制备三环癸烷二醛的方法 | |
| JPS6254289B2 (sk) | ||
| KR920001988B1 (ko) | 3(4),8(9)-비스(아미노메틸)트리시클로(5.2.1.0^2,6)데칸의 제조방법 | |
| JP3784514B2 (ja) | トリシクロデカンジメタノールの製造法 | |
| JP2543929B2 (ja) | クエン酸及び置換クエン酸の3−置換テトラヒドロフラン、3−及び4−置換ブチロラクトン及びその混合物への水素化方法 | |
| US3941848A (en) | Manufacture of predominantly straight-chain aldehydes | |
| TWI235149B (en) | A process for preparing straight-chain aliphatic carboxylic acids from aldehydes | |
| US5475141A (en) | Process for preparing primary amines from aldehydes | |
| US4695660A (en) | Method of producing cyclohexyl compounds | |
| US5831135A (en) | Process for the catalytic selective hydrogenation of polyunsaturated organic substances | |
| JPS6121932B2 (sk) | ||
| KR100659913B1 (ko) | 알콜의제조방법 | |
| JPS60156637A (ja) | グリオキサール又はアルキルグリオキサールの製造方法 | |
| JP2003528066A (ja) | 3−ヒドロキシプロパナール、β−プロピオラクトン、β−プロピオラクトンのオリゴマー、3−ヒドロキシプロパン酸のエステル、またはこれらの混合物の気相水素化によるプロパン−1,3−ジオールの調製方法 | |
| DE2441439C2 (de) | Verfahren zur Herstellung von Indol | |
| KR100874535B1 (ko) | 2개의 연속 반응 구역에서 말레산 무수물 및 관련화합물의 수소화 방법 | |
| CS195860B1 (sk) | Sposob výroby kyseliny propiónovej a/alebo jantárovej | |
| US4205013A (en) | Process for the manufacture of 2,3-dimethylpentanal | |
| CN115557829B (zh) | 一种由合成气联产甲醇与乙醇的方法 | |
| JPH08193044A (ja) | アルデヒド、それらの飽和アセタール又はヘミアセタール又はそれらの混合物からモノ−又はジカルボン酸を製造する方法 | |
| US3014970A (en) | Process for the production of aldehydes and alcohols | |
| EP1302525B1 (de) | Verfahren zur katalytischen Hydrierung | |
| DE69318738T2 (de) | Katalytische Synthese von Alkylmorpholinonen |