DE2244243A1 - Verfahren zur herstellung von diglykolsaeure - Google Patents
Verfahren zur herstellung von diglykolsaeureInfo
- Publication number
- DE2244243A1 DE2244243A1 DE19722244243 DE2244243A DE2244243A1 DE 2244243 A1 DE2244243 A1 DE 2244243A1 DE 19722244243 DE19722244243 DE 19722244243 DE 2244243 A DE2244243 A DE 2244243A DE 2244243 A1 DE2244243 A1 DE 2244243A1
- Authority
- DE
- Germany
- Prior art keywords
- nitric acid
- diethylene glycol
- reaction
- oxygen
- moles
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 20
- QEVGZEDELICMKH-UHFFFAOYSA-N Diglycolic acid Chemical compound OC(=O)COCC(O)=O QEVGZEDELICMKH-UHFFFAOYSA-N 0.000 title claims description 15
- 238000004519 manufacturing process Methods 0.000 title description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 51
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 31
- 229910017604 nitric acid Inorganic materials 0.000 claims description 31
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
- 239000001301 oxygen Substances 0.000 claims description 17
- 229910052760 oxygen Inorganic materials 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 16
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 11
- 238000007254 oxidation reaction Methods 0.000 claims description 11
- 230000003647 oxidation Effects 0.000 claims description 10
- 239000001272 nitrous oxide Substances 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 description 15
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 4
- LZDSILRDTDCIQT-UHFFFAOYSA-N dinitrogen trioxide Chemical compound [O-][N+](=O)N=O LZDSILRDTDCIQT-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 230000008929 regeneration Effects 0.000 description 3
- 238000011069 regeneration method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000010626 work up procedure Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WWOHTLMSHRRSTB-UHFFFAOYSA-N C(COCCO)O.[O] Chemical compound C(COCCO)O.[O] WWOHTLMSHRRSTB-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000001914 calming effect Effects 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- -1 diglycolic acid ester Chemical class 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722244243 DE2244243A1 (de) | 1972-09-08 | 1972-09-08 | Verfahren zur herstellung von diglykolsaeure |
| NL7312214A NL7312214A (enrdf_load_stackoverflow) | 1972-09-08 | 1973-09-04 | |
| JP10070573A JPS4966626A (enrdf_load_stackoverflow) | 1972-09-08 | 1973-09-06 | |
| AT777773A AT322527B (de) | 1972-09-08 | 1973-09-07 | Verfahren zur herstellung von diglykolsäure |
| IT5239273A IT1008032B (it) | 1972-09-08 | 1973-09-07 | Procedimento ed impianto per pro durre acido diglicolico |
| GB4214173A GB1433535A (en) | 1972-09-08 | 1973-09-07 | Process for the manufacture of diglycolic acid |
| CH1291873A CH587214A5 (enrdf_load_stackoverflow) | 1972-09-08 | 1973-09-07 | |
| BE135416A BE804578A (fr) | 1972-09-08 | 1973-09-07 | Procede de preparation de l'acide diglycolique |
| FR7332333A FR2198922B1 (enrdf_load_stackoverflow) | 1972-09-08 | 1973-09-07 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722244243 DE2244243A1 (de) | 1972-09-08 | 1972-09-08 | Verfahren zur herstellung von diglykolsaeure |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2244243A1 true DE2244243A1 (de) | 1974-03-14 |
Family
ID=5855852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722244243 Pending DE2244243A1 (de) | 1972-09-08 | 1972-09-08 | Verfahren zur herstellung von diglykolsaeure |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS4966626A (enrdf_load_stackoverflow) |
| AT (1) | AT322527B (enrdf_load_stackoverflow) |
| BE (1) | BE804578A (enrdf_load_stackoverflow) |
| CH (1) | CH587214A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2244243A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2198922B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1433535A (enrdf_load_stackoverflow) |
| IT (1) | IT1008032B (enrdf_load_stackoverflow) |
| NL (1) | NL7312214A (enrdf_load_stackoverflow) |
-
1972
- 1972-09-08 DE DE19722244243 patent/DE2244243A1/de active Pending
-
1973
- 1973-09-04 NL NL7312214A patent/NL7312214A/xx unknown
- 1973-09-06 JP JP10070573A patent/JPS4966626A/ja active Pending
- 1973-09-07 FR FR7332333A patent/FR2198922B1/fr not_active Expired
- 1973-09-07 GB GB4214173A patent/GB1433535A/en not_active Expired
- 1973-09-07 IT IT5239273A patent/IT1008032B/it active
- 1973-09-07 CH CH1291873A patent/CH587214A5/xx not_active IP Right Cessation
- 1973-09-07 AT AT777773A patent/AT322527B/de not_active IP Right Cessation
- 1973-09-07 BE BE135416A patent/BE804578A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1433535A (en) | 1976-04-28 |
| JPS4966626A (enrdf_load_stackoverflow) | 1974-06-27 |
| IT1008032B (it) | 1976-11-10 |
| BE804578A (fr) | 1974-03-07 |
| AT322527B (de) | 1975-05-26 |
| FR2198922B1 (enrdf_load_stackoverflow) | 1977-02-25 |
| NL7312214A (enrdf_load_stackoverflow) | 1974-03-12 |
| CH587214A5 (enrdf_load_stackoverflow) | 1977-04-29 |
| FR2198922A1 (enrdf_load_stackoverflow) | 1974-04-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |