DE1800506B2 - - Google Patents
Info
- Publication number
- DE1800506B2 DE1800506B2 DE19681800506 DE1800506A DE1800506B2 DE 1800506 B2 DE1800506 B2 DE 1800506B2 DE 19681800506 DE19681800506 DE 19681800506 DE 1800506 A DE1800506 A DE 1800506A DE 1800506 B2 DE1800506 B2 DE 1800506B2
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- hydroxypivalaldehyde
- reaction
- temperatures
- water
- 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
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 54
- 239000000203 mixture Substances 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 19
- JJMOMMLADQPZNY-UHFFFAOYSA-N 3-hydroxy-2,2-dimethylpropanal Chemical compound OCC(C)(C)C=O JJMOMMLADQPZNY-UHFFFAOYSA-N 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000011541 reaction mixture Substances 0.000 claims description 14
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims description 12
- 150000007514 bases Chemical class 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 239000007858 starting material Substances 0.000 claims description 8
- 230000035484 reaction time Effects 0.000 claims description 5
- 150000001299 aldehydes Chemical class 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- FJJYHTVHBVXEEQ-UHFFFAOYSA-N 2,2-dimethylpropanal Chemical compound CC(C)(C)C=O FJJYHTVHBVXEEQ-UHFFFAOYSA-N 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 238000007086 side reaction Methods 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 238000010924 continuous production Methods 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 20
- 239000000243 solution Substances 0.000 description 11
- 238000003756 stirring Methods 0.000 description 8
- 238000001816 cooling Methods 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 7
- NUKISOAHAGPDKI-UHFFFAOYSA-N hexan-1-ol;pentan-1-ol Chemical compound CCCCCO.CCCCCCO NUKISOAHAGPDKI-UHFFFAOYSA-N 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical class CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical class CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- QPYKYDBKQYZEKG-UHFFFAOYSA-N 2,2-dimethylpropane-1,1-diol Chemical compound CC(C)(C)C(O)O QPYKYDBKQYZEKG-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/20—Dihydroxylic alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681800506 DE1800506A1 (de) | 1968-10-02 | 1968-10-02 | Verfahren zur Herstellung von 2,2-Dimethylpropandiol-1,3 |
| AT847069A AT289047B (de) | 1968-10-02 | 1969-09-05 | Verfahren zur Herstellung von 2,2-Dimethylpropandiol-1,3 |
| FR6931117A FR2019643A1 (enrdf_load_stackoverflow) | 1968-10-02 | 1969-09-12 | |
| CH1418969A CH508567A (de) | 1968-10-02 | 1969-09-18 | Verfahren zur Herstellung von 2,2-Dimethylpropandiol-1,3 |
| NL6914501A NL6914501A (enrdf_load_stackoverflow) | 1968-10-02 | 1969-09-24 | |
| BE739430D BE739430A (enrdf_load_stackoverflow) | 1968-10-02 | 1969-09-26 | |
| GB4816669A GB1274505A (en) | 1968-10-02 | 1969-10-01 | Production of 2,2-dimethylpropanediol-1,3 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681800506 DE1800506A1 (de) | 1968-10-02 | 1968-10-02 | Verfahren zur Herstellung von 2,2-Dimethylpropandiol-1,3 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1800506A1 DE1800506A1 (de) | 1970-05-21 |
| DE1800506B2 true DE1800506B2 (enrdf_load_stackoverflow) | 1974-06-27 |
Family
ID=5709293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681800506 Pending DE1800506A1 (de) | 1968-10-02 | 1968-10-02 | Verfahren zur Herstellung von 2,2-Dimethylpropandiol-1,3 |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT289047B (enrdf_load_stackoverflow) |
| BE (1) | BE739430A (enrdf_load_stackoverflow) |
| CH (1) | CH508567A (enrdf_load_stackoverflow) |
| DE (1) | DE1800506A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2019643A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1274505A (enrdf_load_stackoverflow) |
| NL (1) | NL6914501A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008033163B4 (de) | 2008-07-15 | 2012-06-14 | Oxea Gmbh | Verfahren zur Gewinnung von Neopentylglykol durch Spaltung von im Herstellverfahren anfallenden Hochsiedern |
-
1968
- 1968-10-02 DE DE19681800506 patent/DE1800506A1/de active Pending
-
1969
- 1969-09-05 AT AT847069A patent/AT289047B/de not_active IP Right Cessation
- 1969-09-12 FR FR6931117A patent/FR2019643A1/fr not_active Withdrawn
- 1969-09-18 CH CH1418969A patent/CH508567A/de not_active IP Right Cessation
- 1969-09-24 NL NL6914501A patent/NL6914501A/xx unknown
- 1969-09-26 BE BE739430D patent/BE739430A/xx unknown
- 1969-10-01 GB GB4816669A patent/GB1274505A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE739430A (enrdf_load_stackoverflow) | 1970-03-26 |
| FR2019643A1 (enrdf_load_stackoverflow) | 1970-07-03 |
| GB1274505A (en) | 1972-05-17 |
| DE1800506A1 (de) | 1970-05-21 |
| CH508567A (de) | 1971-06-15 |
| NL6914501A (enrdf_load_stackoverflow) | 1970-04-06 |
| AT289047B (de) | 1971-03-25 |
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