DE1618972B1 - Verfahren zur Herstellung von Cumolhydroperoxyd - Google Patents
Verfahren zur Herstellung von CumolhydroperoxydInfo
- Publication number
- DE1618972B1 DE1618972B1 DE1967S0112697 DES0112697A DE1618972B1 DE 1618972 B1 DE1618972 B1 DE 1618972B1 DE 1967S0112697 DE1967S0112697 DE 1967S0112697 DE S0112697 A DES0112697 A DE S0112697A DE 1618972 B1 DE1618972 B1 DE 1618972B1
- Authority
- DE
- Germany
- Prior art keywords
- cumene
- oxidation
- hydroperoxide
- phenol
- products
- 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
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 title claims description 24
- 238000000034 method Methods 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 56
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 15
- 238000007254 oxidation reaction Methods 0.000 claims description 15
- 230000003647 oxidation Effects 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 11
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 10
- 159000000000 sodium salts Chemical class 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- BDCFWIDZNLCTMF-UHFFFAOYSA-N 2-phenylpropan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1 BDCFWIDZNLCTMF-UHFFFAOYSA-N 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 239000007789 gas Substances 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000006227 byproduct Substances 0.000 claims 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000007788 liquid Substances 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- 239000012535 impurity Substances 0.000 claims 2
- 238000000746 purification Methods 0.000 claims 2
- 230000035484 reaction time Effects 0.000 claims 2
- 208000000260 Warts Diseases 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 238000005903 acid hydrolysis reaction Methods 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- -1 cumene hydroperoxide peroxide Chemical class 0.000 claims 1
- 238000010543 cumene process Methods 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 150000002432 hydroperoxides Chemical class 0.000 claims 1
- 238000009776 industrial production Methods 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 201000010153 skin papilloma Diseases 0.000 claims 1
- 239000003999 initiator Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07C409/08—Compounds containing six-membered aromatic rings
- C07C409/10—Cumene hydroperoxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2955366 | 1966-11-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1618972B1 true DE1618972B1 (de) | 1972-01-05 |
Family
ID=11227733
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1967S0112697 Pending DE1618972B1 (de) | 1966-11-03 | 1967-11-03 | Verfahren zur Herstellung von Cumolhydroperoxyd |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3523977A (enExample) |
| DE (1) | DE1618972B1 (enExample) |
| GB (1) | GB1138988A (enExample) |
| NL (2) | NL6715008A (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5767322A (en) * | 1996-06-27 | 1998-06-16 | General Electric Company | Cumene oxidation process |
| US6077977A (en) * | 1998-06-01 | 2000-06-20 | General Electric Company | Method for preparing hydroperoxides by oxygenation |
| US6465695B1 (en) | 2001-07-27 | 2002-10-15 | General Electric Company | Method and system for manufacturing cumene hydroperoxide |
| RU2219169C1 (ru) | 2002-07-29 | 2003-12-20 | Общество с ограниченной ответственностью "Петрофенол" | Способ получения гидроперекиси кумола |
| US7282613B2 (en) * | 2003-02-14 | 2007-10-16 | Shell Oil Company | Process for producing phenol and methyl ethyl ketone |
| US7141703B2 (en) * | 2003-02-14 | 2006-11-28 | Shell Oil Company | Process for producing phenol and ketone using neutralizing base |
| US7312365B2 (en) * | 2003-02-14 | 2007-12-25 | Shell Oil Company | Process for low temperature cleavage of an oxidation mixture comprising hydroperoxides |
| US7205376B2 (en) * | 2004-05-04 | 2007-04-17 | General Electric Company | Processes for the production of cumene, polyetherimides, and polycarbonates |
| US20090005606A1 (en) * | 2007-06-27 | 2009-01-01 | H R D Corporation | High shear process for the production of cumene hydroperoxide |
| WO2012036824A1 (en) * | 2010-09-14 | 2012-03-22 | Exxonmobil Chemical Patents Inc. | Oxidation of alkylbenzenes and cycloalkylbenzenes |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1190940B (de) * | 1960-07-01 | 1965-04-15 | It Resine Soc | Verfahren zur Herstellung von Cumolhydroperoxyd |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3171860A (en) * | 1960-07-01 | 1965-03-02 | It Resine Soc | Method of producing cumene hydroperoxide |
-
0
- NL NL136649D patent/NL136649C/xx active
-
1967
- 1967-11-01 US US679637A patent/US3523977A/en not_active Expired - Lifetime
- 1967-11-03 NL NL6715008A patent/NL6715008A/xx unknown
- 1967-11-03 DE DE1967S0112697 patent/DE1618972B1/de active Pending
- 1967-11-03 GB GB50212/67A patent/GB1138988A/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1190940B (de) * | 1960-07-01 | 1965-04-15 | It Resine Soc | Verfahren zur Herstellung von Cumolhydroperoxyd |
Also Published As
| Publication number | Publication date |
|---|---|
| NL136649C (enExample) | |
| US3523977A (en) | 1970-08-11 |
| NL6715008A (enExample) | 1968-05-06 |
| GB1138988A (en) | 1969-01-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 |