JPH072833A - トリオキサンの製造方法 - Google Patents
トリオキサンの製造方法Info
- Publication number
- JPH072833A JPH072833A JP5338048A JP33804893A JPH072833A JP H072833 A JPH072833 A JP H072833A JP 5338048 A JP5338048 A JP 5338048A JP 33804893 A JP33804893 A JP 33804893A JP H072833 A JPH072833 A JP H072833A
- Authority
- JP
- Japan
- Prior art keywords
- formaldehyde
- catalyst
- trioxane
- reaction vessel
- mol
- 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
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 title claims abstract description 20
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 112
- 239000003054 catalyst Substances 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 23
- -1 vanadyl hydrogenphosphate Chemical compound 0.000 claims abstract description 15
- 230000008569 process Effects 0.000 claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- 239000007789 gas Substances 0.000 claims description 12
- 239000012159 carrier gas Substances 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000006835 compression Effects 0.000 claims 1
- 238000007906 compression Methods 0.000 claims 1
- 238000010025 steaming Methods 0.000 claims 1
- 239000006227 byproduct Substances 0.000 abstract description 3
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 235000019256 formaldehyde Nutrition 0.000 description 32
- 238000005755 formation reaction Methods 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 210000000540 fraction c Anatomy 0.000 description 5
- 238000004817 gas chromatography Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 230000004913 activation Effects 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 238000005829 trimerization reaction Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 241000269959 Xiphias gladius Species 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910052743 krypton Inorganic materials 0.000 description 1
- DNNSSWSSYDEUBZ-UHFFFAOYSA-N krypton atom Chemical compound [Kr] DNNSSWSSYDEUBZ-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005341 metaphosphate group Chemical group 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000012113 quantitative test Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000021335 sword fish Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 125000005287 vanadyl group Chemical group 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/04—Six-membered rings
- C07D323/06—Trioxane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19924244582 DE4244582A1 (de) | 1992-12-31 | 1992-12-31 | Verfahren zur Herstellung von Trioxan |
| DE4337706:8 | 1993-11-05 | ||
| DE4244582:5 | 1993-11-05 | ||
| DE19934337706 DE4337706A1 (de) | 1993-11-05 | 1993-11-05 | Verfahren zur Herstellung von Trioxan |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH072833A true JPH072833A (ja) | 1995-01-06 |
Family
ID=25921909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5338048A Pending JPH072833A (ja) | 1992-12-31 | 1993-12-28 | トリオキサンの製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5508448A (en, 2012) |
| EP (1) | EP0604884B1 (en, 2012) |
| JP (1) | JPH072833A (en, 2012) |
| KR (1) | KR940014379A (en, 2012) |
| DE (1) | DE59306392D1 (en, 2012) |
| ES (1) | ES2104032T3 (en, 2012) |
| TW (1) | TW268003B (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014185205A1 (ja) | 2013-05-13 | 2014-11-20 | クラリアント触媒株式会社 | 固体リン酸触媒、及びそれを用いたトリオキサンの製造方法 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4423618A1 (de) * | 1994-07-06 | 1996-01-11 | Hoechst Ag | Verfahren zur Herstellung von Trioxan |
| DE59510758D1 (de) * | 1994-09-29 | 2003-09-11 | Ticona Gmbh | Naturumlaufreaktor und Verwendung |
| DE19920830A1 (de) | 1999-05-06 | 2000-11-09 | Ticona Gmbh | Trimerisierung von Formaldehyd in der Gasphase |
| KR100323845B1 (ko) | 1999-12-09 | 2002-02-07 | 이승복 | 차량용 좌석벨트 리트랙터 |
| US9499512B2 (en) | 2011-11-24 | 2016-11-22 | Ticona Gmbh | Process for producing a cyclic acetal in a heterogeneous reaction system |
| CN108929305B (zh) * | 2017-05-25 | 2020-01-21 | 邢台旭阳科技有限公司 | 气相甲醛混合物直接用于合成甲醛下游产品的方法及用途 |
| JP2021519781A (ja) | 2018-03-29 | 2021-08-12 | セラニーズ・セールス・ジャーマニー・ゲーエムベーハー | 不均一反応系における環状アセタールの製造方法 |
| KR102343755B1 (ko) | 2020-01-28 | 2021-12-28 | 한국에너지기술연구원 | 트리옥산 합성용 촉매 및 이를 사용하는 트리옥산 합성방법 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3347869A (en) * | 1963-07-15 | 1967-10-17 | Skanska Attikfabriken Ab | Process for producing trioxane |
| US3496192A (en) * | 1966-04-08 | 1970-02-17 | Sir Soc Italiana Resine Spa | Process for preparing trioxane from gaseous formaldehyde |
| FR1526132A (fr) * | 1966-04-08 | 1968-05-24 | Sir Soc Italiana Resine Spa | Procédé de préparation du trioxane à partir du formaldéhyde gazeuse et catalyseur à cet effet |
| JPS56118079A (en) * | 1980-02-22 | 1981-09-16 | Asahi Chem Ind Co Ltd | Synthesis of trioxane |
-
1993
- 1993-12-21 ES ES93120599T patent/ES2104032T3/es not_active Expired - Lifetime
- 1993-12-21 EP EP93120599A patent/EP0604884B1/de not_active Expired - Lifetime
- 1993-12-21 DE DE59306392T patent/DE59306392D1/de not_active Expired - Fee Related
- 1993-12-28 JP JP5338048A patent/JPH072833A/ja active Pending
- 1993-12-30 KR KR1019930031220A patent/KR940014379A/ko not_active Abandoned
- 1993-12-30 US US08/176,105 patent/US5508448A/en not_active Expired - Fee Related
-
1994
- 1994-02-08 TW TW083101083A patent/TW268003B/zh active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014185205A1 (ja) | 2013-05-13 | 2014-11-20 | クラリアント触媒株式会社 | 固体リン酸触媒、及びそれを用いたトリオキサンの製造方法 |
| US9409159B2 (en) | 2013-05-13 | 2016-08-09 | Clariant Catalysts (Japan) K.K. | Solid phosphoric acid catalyst, and method for producing trioxane |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0604884A1 (de) | 1994-07-06 |
| US5508448A (en) | 1996-04-16 |
| TW268003B (en, 2012) | 1996-01-11 |
| KR940014379A (ko) | 1994-07-18 |
| DE59306392D1 (de) | 1997-06-12 |
| EP0604884B1 (de) | 1997-05-07 |
| ES2104032T3 (es) | 1997-10-01 |
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