JPS5872556A - 第三ブチルヒドロペルオキシドの製造方法 - Google Patents

第三ブチルヒドロペルオキシドの製造方法

Info

Publication number: JPS5872556A
Authority: JP; Japan
Prior art keywords: isobutane; reaction; mixture; temperature; oxidation
Prior art date: 1981-10-05
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

Application number

JP57173376A

Other languages

English (en)

Japanese (ja)

Other versions

JPH046703B2 (2

Inventor

ユ−ジン・フレデリツク・ルツツ

エルトン・ゴ−ドン・フオスタ−

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Shell Internationale Research Maatschappij BV

Original Assignee

Shell Internationale Research Maatschappij BV

Priority date (The priority date 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 date listed.)

1981-10-05

Filing date

1982-10-04

Publication date

1983-04-30

1982-10-04 Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV

1983-04-30 Publication of JPS5872556A publication Critical patent/JPS5872556A/ja

1992-02-06 Publication of JPH046703B2 publication Critical patent/JPH046703B2/ja

Status Granted legal-status Critical Current

Links

238000004519 manufacturing process Methods 0.000 title claims description 39
CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 title description 61
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 250
239000001282 iso-butane Substances 0.000 claims description 125
238000006243 chemical reaction Methods 0.000 claims description 110
238000007254 oxidation reaction Methods 0.000 claims description 76
239000000203 mixture Substances 0.000 claims description 65
238000000034 method Methods 0.000 claims description 60
239000011541 reaction mixture Substances 0.000 claims description 55
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 53
239000001301 oxygen Substances 0.000 claims description 52
229910052760 oxygen Inorganic materials 0.000 claims description 52
230000003647 oxidation Effects 0.000 claims description 50
239000000376 reactant Substances 0.000 claims description 25
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 19
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 16
229910001882 dioxygen Inorganic materials 0.000 claims description 12
239000004575 stone Substances 0.000 claims 1
239000007791 liquid phase Substances 0.000 description 34
239000012071 phase Substances 0.000 description 32
230000008569 process Effects 0.000 description 29
239000007788 liquid Substances 0.000 description 14
239000000047 product Substances 0.000 description 14
230000000694 effects Effects 0.000 description 11
238000002474 experimental method Methods 0.000 description 11
239000002904 solvent Substances 0.000 description 7
239000003054 catalyst Substances 0.000 description 6
230000006872 improvement Effects 0.000 description 6
239000000463 material Substances 0.000 description 6
239000011049 pearl Substances 0.000 description 6
230000035484 reaction time Effects 0.000 description 6
230000008901 benefit Effects 0.000 description 5
239000006227 byproduct Substances 0.000 description 5
230000000052 comparative effect Effects 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
239000007789 gas Substances 0.000 description 5
230000002411 adverse Effects 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
230000007423 decrease Effects 0.000 description 4
239000003999 initiator Substances 0.000 description 4
229910021645 metal ion Inorganic materials 0.000 description 4
239000012429 reaction media Substances 0.000 description 4
239000012808 vapor phase Substances 0.000 description 4
150000001298 alcohols Chemical class 0.000 description 3
238000013459 approach Methods 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
230000003197 catalytic effect Effects 0.000 description 3
239000007810 chemical reaction solvent Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
229910001220 stainless steel Inorganic materials 0.000 description 3
239000010935 stainless steel Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001299 aldehydes Chemical class 0.000 description 2
230000009286 beneficial effect Effects 0.000 description 2
238000010276 construction Methods 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
238000013461 design Methods 0.000 description 2
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
238000004880 explosion Methods 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
229910017604 nitric acid Inorganic materials 0.000 description 2
150000002894 organic compounds Chemical class 0.000 description 2
230000009467 reduction Effects 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 1
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
206010008631 Cholera Diseases 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
240000000220 Panda oleosa Species 0.000 description 1
235000016496 Panda oleosa Nutrition 0.000 description 1
229920000388 Polyphosphate Polymers 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
238000009825 accumulation Methods 0.000 description 1
238000009835 boiling Methods 0.000 description 1
210000000988 bone and bone Anatomy 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
239000001273 butane Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
235000011089 carbon dioxide Nutrition 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
239000013043 chemical agent Substances 0.000 description 1
230000000295 complement effect Effects 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000013256 coordination polymer Substances 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
235000011180 diphosphates Nutrition 0.000 description 1
239000002360 explosive Substances 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
231100001261 hazardous Toxicity 0.000 description 1
229910000042 hydrogen bromide Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002923 metal particle Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
238000005580 one pot reaction Methods 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
150000002924 oxiranes Chemical class 0.000 description 1
239000001205 polyphosphate Substances 0.000 description 1
235000011176 polyphosphates Nutrition 0.000 description 1
229910052573 porcelain Inorganic materials 0.000 description 1
238000011027 product recovery Methods 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
-1 promoters Substances 0.000 description 1
229940048084 pyrophosphate Drugs 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000004064 recycling Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
230000004044 response Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
229940048086 sodium pyrophosphate Drugs 0.000 description 1
230000002459 sustained effect Effects 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000001993 wax Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
- C07C409/04—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP57173376A 1981-10-05 1982-10-04 第三ブチルヒドロペルオキシドの製造方法 Granted JPS5872556A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US06/308,631 US4404406A (en)	1981-10-05	1981-10-05	Oxidation of isobutane under super-critical conditions
US308631		1981-10-05

Publications (2)

Publication Number	Publication Date
JPS5872556A true JPS5872556A (ja)	1983-04-30
JPH046703B2 JPH046703B2 (2)	1992-02-06

Family

ID=23194751

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP57173376A Granted JPS5872556A (ja)	1981-10-05	1982-10-04	第三ブチルヒドロペルオキシドの製造方法

Country Status (5)

Country	Link
US (1)	US4404406A (2)
EP (1)	EP0076534B1 (2)
JP (1)	JPS5872556A (2)
CA (1)	CA1248972A (2)
DE (1)	DE3273778D1 (2)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB8415150D0 (en) *	1984-06-14	1984-07-18	British Petroleum Co Plc	Coproduction of dialkyl carbonate/dialkyl and tertiary butanol
US5149885A (en) *	1992-02-20	1992-09-22	Arco Chemical Technology, L.P.	Oxidation of isobutane to tertiary butyl hydroperoxide
US5243084A (en) *	1992-04-22	1993-09-07	Arco Chemical Technology, L.P.	Oxidation of isobutane to tertiary butyl hydroperoxide
US5196597A (en) *	1992-04-22	1993-03-23	Arco Chemical Technology, L.P.	Oxidation of isobutane to tertiary butyl hydroperoxide
US5243083A (en) *	1992-07-24	1993-09-07	Texaco Chemical Company	Thermosyphonic reaction of oxygen with isobutane and reactor
US5399777A (en) *	1994-03-21	1995-03-21	Texaco Chemical Inc.	Isobutane oxidation
US5395980A (en) *	1994-03-21	1995-03-07	Texaco Chemical Inc.	Isobutane oxidation process
CA2253215A1 (en) *	1997-11-13	1999-05-13	Shell Internationale Research Maatschappij B.V.	Process for preparing organic hydroperoxides
EP0916655B1 (en) *	1997-11-13	2003-04-02	Shell Internationale Researchmaatschappij B.V.	Process for preparing organic hydroperoxides
US6023001A (en) *	1998-03-18	2000-02-08	Huntsman Ici Chemicals Llc	Peroxide production
CN112608210B (zh) *	2020-11-27	2022-05-10	信汇科技有限公司	一种烷烃氧化制备其过氧化物的选择性提高方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2845461A (en) *	1956-04-12	1958-07-29	Shell Dev	Non-catalytic liquid phase isobutane oxidation
US3907902A (en) *	1966-10-10	1975-09-23	Atlantic Richfield Co	Method for the production of tertiary-butyl hydroperoxide
US4128587A (en) *	1976-11-26	1978-12-05	Atlantic Richfield Company	Manufacture of tertiary butyl hydroperoxide
JPS57173377A (en) *	1981-04-20	1982-10-25	Toyo Electric Mfg Co Ltd	Controlling circuit for pulse width modulation type inverter

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3478108A (en) *	1966-02-21	1969-11-11	Atlantic Richfield Co	Isobutane oxidation
US3502740A (en) *	1968-06-25	1970-03-24	Atlantic Richfield Co	Production of isoprene
FR2082823A5 (2) *	1970-03-27	1971-12-10	Raffinage Cie Francaise
US3974228A (en) *	1970-04-17	1976-08-10	Petro-Tex Chemical Corporation	Preparation of hydroperoxides by autoxidation
US3816540A (en) *	1971-05-24	1974-06-11	Petro Tex Chem Corp	Preparation of hydro-peroxides by autoxidation

1981
- 1981-10-05 US US06/308,631 patent/US4404406A/en not_active Expired - Lifetime
1982
- 1982-09-14 EP EP82201137A patent/EP0076534B1/en not_active Expired
- 1982-09-14 DE DE8282201137T patent/DE3273778D1/de not_active Expired
- 1982-09-22 CA CA000411957A patent/CA1248972A/en not_active Expired
- 1982-10-04 JP JP57173376A patent/JPS5872556A/ja active Granted

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2845461A (en) *	1956-04-12	1958-07-29	Shell Dev	Non-catalytic liquid phase isobutane oxidation
US3907902A (en) *	1966-10-10	1975-09-23	Atlantic Richfield Co	Method for the production of tertiary-butyl hydroperoxide
US4128587A (en) *	1976-11-26	1978-12-05	Atlantic Richfield Company	Manufacture of tertiary butyl hydroperoxide
JPS57173377A (en) *	1981-04-20	1982-10-25	Toyo Electric Mfg Co Ltd	Controlling circuit for pulse width modulation type inverter

Also Published As

Publication number	Publication date
DE3273778D1 (en)	1986-11-20
US4404406A (en)	1983-09-13
JPH046703B2 (2)	1992-02-06
EP0076534A1 (en)	1983-04-13
EP0076534B1 (en)	1986-10-15
CA1248972A (en)	1989-01-17

Publication	Publication Date	Title
US3478108A (en)	1969-11-11	Isobutane oxidation
US2265948A (en)	1941-12-09	Catalytic oxidation of lower aliphatic hydrocarbons
Olah et al.	1976	Oxyfunctionalization of hydrocarbons. 3. Superacid catalyzed oxygenation of alkanes with ozone involving protonated ozone, O3H+
CN110267938A (zh)	2019-09-20	烷烃磺酸的生产方法
US4647696A (en)	1987-03-03	Method for making isobutyric acid
NO153276B (no)	1985-11-04	Doerbetjeningsanlegg.
US2404438A (en)	1946-07-23	Process for the manufacture of olefin oxides
US5149885A (en)	1992-09-22	Oxidation of isobutane to tertiary butyl hydroperoxide
JPH046703B2 (2)	1992-02-06
JPH0251905B2 (2)	1990-11-08
RU2227133C2 (ru)	2004-04-20	Способ получения карбонильных соединений
US4124634A (en)	1978-11-07	Process for producing methacrylic acid from isobutylene by two step oxidation
Moreno et al.	2010	Direct synthesis of hydrogen peroxide in methanol and water using scCO 2 and N 2 as diluents
NO147949B (no)	1983-04-05	Kontinuerlig fremgangsmaate for fremstilling av karboksylpersyrer
US3404163A (en)	1968-10-01	Epoxidation process
US4126748A (en)	1978-11-21	Process for the production of carboxylic acid esters by catalytic oxidation of alcohols
US2704294A (en)	1955-03-15	Oxidation process
CA1208661A (en)	1986-07-29	Process for the preparation of tertiary-butyl hydroperoxide
JPH02311432A (ja)	1990-12-27	エチルベンゼンの酸化法
US5395980A (en)	1995-03-07	Isobutane oxidation process
US5399777A (en)	1995-03-21	Isobutane oxidation
JPH0131496B2 (2)	1989-06-26
US2270175A (en)	1942-01-13	Organic peroxide
KR20020003099A (ko)	2002-01-10	펜톨의 이성화 방법
JPH0157113B2 (2)	1989-12-04