DE1645366B2 - Verfahren zur Herstellung von Paraformaldehyddispersionen und deren Verwendung zur Erzeugung von monomerem gasförmigem Formaldeyd - Google Patents
Verfahren zur Herstellung von Paraformaldehyddispersionen und deren Verwendung zur Erzeugung von monomerem gasförmigem FormaldeydInfo
- Publication number
- DE1645366B2 DE1645366B2 DE1645366A DE1645366A DE1645366B2 DE 1645366 B2 DE1645366 B2 DE 1645366B2 DE 1645366 A DE1645366 A DE 1645366A DE 1645366 A DE1645366 A DE 1645366A DE 1645366 B2 DE1645366 B2 DE 1645366B2
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- paraformaldehyde
- depolymerization
- acid
- dispersions
- 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.)
- Granted
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 127
- 229920002866 paraformaldehyde Polymers 0.000 title claims description 31
- 229930040373 Paraformaldehyde Natural products 0.000 title claims description 29
- 238000000034 method Methods 0.000 title claims description 18
- 239000006185 dispersion Substances 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 10
- 239000002270 dispersing agent Substances 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 8
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims description 8
- 239000000725 suspension Substances 0.000 claims description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 6
- -1 aromatic carboxylic acids Chemical class 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 3
- 235000019253 formic acid Nutrition 0.000 claims description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims 7
- 125000001931 aliphatic group Chemical group 0.000 claims 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 241000257303 Hymenoptera Species 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 239000003921 oil Substances 0.000 claims 2
- 229920000728 polyester Polymers 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 238000010517 secondary reaction Methods 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 230000001627 detrimental effect Effects 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 238000005580 one pot reaction Methods 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 claims 1
- 238000005086 pumping Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 239000002594 sorbent Substances 0.000 claims 1
- 239000008098 formaldehyde solution Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- 230000008020 evaporation Effects 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005662 Paraffin oil Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- WSVDSBZMYJJMSB-UHFFFAOYSA-N octadecylbenzene Chemical compound CCCCCCCCCCCCCCCCCCC1=CC=CC=C1 WSVDSBZMYJJMSB-UHFFFAOYSA-N 0.000 description 2
- JIRNEODMTPGRGV-UHFFFAOYSA-N pentadecylbenzene Chemical compound CCCCCCCCCCCCCCCC1=CC=CC=C1 JIRNEODMTPGRGV-UHFFFAOYSA-N 0.000 description 2
- 239000006200 vaporizer Substances 0.000 description 2
- WJECKFZULSWXPN-UHFFFAOYSA-N 1,2-didodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1CCCCCCCCCCCC WJECKFZULSWXPN-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000005476 soldering Methods 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/08—Polymerisation of formaldehyde
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/55—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of oligo- or polymeric oxo-compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1539365 | 1965-07-02 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1645366A1 DE1645366A1 (de) | 1972-04-13 |
| DE1645366B2 true DE1645366B2 (de) | 1974-06-06 |
| DE1645366C3 DE1645366C3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-02-13 |
Family
ID=11147980
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1645366A Granted DE1645366B2 (de) | 1965-07-02 | 1966-06-30 | Verfahren zur Herstellung von Paraformaldehyddispersionen und deren Verwendung zur Erzeugung von monomerem gasförmigem Formaldeyd |
Country Status (5)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9249081B2 (en) * | 2011-12-16 | 2016-02-02 | Celanese International Corporation | Processes for the production of acrylic acids and acrylates |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2481981A (en) * | 1948-06-23 | 1949-09-13 | Du Pont | Stable high reactivity paraformaldehyde |
| US3000960A (en) * | 1959-02-24 | 1961-09-19 | Celanese Corp | Formaldehyde production |
| NL293510A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1962-06-02 | |||
| DE1495465B2 (de) * | 1963-08-10 | 1970-11-05 | Deutsche Gold- und Silber-Scheideanstalt vormals Eoessler, 6000 Prankfurt | Verfahren zum Herstellen von Paraformaldehyd« |
-
1966
- 1966-06-27 US US560858A patent/US3436423A/en not_active Expired - Lifetime
- 1966-06-29 GB GB29111/66A patent/GB1110194A/en not_active Expired
- 1966-06-30 NL NL6609109A patent/NL6609109A/xx unknown
- 1966-06-30 DE DE1645366A patent/DE1645366B2/de active Granted
- 1966-07-04 BE BE683616D patent/BE683616A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6609109A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-01-03 |
| BE683616A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1966-12-16 |
| GB1110194A (en) | 1968-04-18 |
| DE1645366C3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-02-13 |
| US3436423A (en) | 1969-04-01 |
| DE1645366A1 (de) | 1972-04-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |