GB802127A - Improvements in or relating to process for the epoxidation of organic compounds - Google Patents
Improvements in or relating to process for the epoxidation of organic compoundsInfo
- Publication number
- GB802127A GB802127A GB10610/56A GB1061056A GB802127A GB 802127 A GB802127 A GB 802127A GB 10610/56 A GB10610/56 A GB 10610/56A GB 1061056 A GB1061056 A GB 1061056A GB 802127 A GB802127 A GB 802127A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- resin
- dehydrated
- cation exchange
- epoxidation
- 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.)
- Expired
Links
- 238000006735 epoxidation reaction Methods 0.000 title abstract 7
- 238000000034 method Methods 0.000 title abstract 4
- 150000002894 organic compounds Chemical class 0.000 title abstract 4
- 239000002253 acid Substances 0.000 abstract 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 12
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 8
- 229920005989 resin Polymers 0.000 abstract 8
- 239000011347 resin Substances 0.000 abstract 8
- 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 abstract 7
- 150000004965 peroxy acids Chemical class 0.000 abstract 7
- 239000003729 cation exchange resin Substances 0.000 abstract 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 5
- 229960000583 acetic acid Drugs 0.000 abstract 5
- 229920000180 alkyd Polymers 0.000 abstract 5
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 abstract 5
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 abstract 5
- 239000008096 xylene Substances 0.000 abstract 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 229920000728 polyester Polymers 0.000 abstract 4
- 238000005406 washing Methods 0.000 abstract 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 239000012362 glacial acetic acid Substances 0.000 abstract 3
- 150000007524 organic acids Chemical class 0.000 abstract 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 2
- 239000005711 Benzoic acid Substances 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 235000011054 acetic acid Nutrition 0.000 abstract 2
- 150000001447 alkali salts Chemical class 0.000 abstract 2
- 235000010233 benzoic acid Nutrition 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 230000000052 comparative effect Effects 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 235000019253 formic acid Nutrition 0.000 abstract 2
- 150000002334 glycols Chemical class 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 239000011707 mineral Substances 0.000 abstract 2
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical class C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 abstract 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 1
- 150000001721 carbon Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229920006026 co-polymeric resin Polymers 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000005456 glyceride group Chemical group 0.000 abstract 1
- 229940093915 gynecological organic acid Drugs 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000002209 hydrophobic effect Effects 0.000 abstract 1
- HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 abstract 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N lead(II) oxide Inorganic materials [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 239000012299 nitrogen atmosphere Substances 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 229920006305 unsaturated polyester Polymers 0.000 abstract 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- B01J31/08—Ion-exchange resins
- B01J31/10—Ion-exchange resins sulfonated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
- C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/027—Polycondensates containing more than one epoxy group per molecule obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J2231/72—Epoxidation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US504096A US2976265A (en) | 1955-04-26 | 1955-04-26 | Process for preparing epoxide compositions using a dehydrated acid cation exchange resin catalyst |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB802127A true GB802127A (en) | 1958-10-01 |
Family
ID=24004827
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10610/56A Expired GB802127A (en) | 1955-04-26 | 1956-04-06 | Improvements in or relating to process for the epoxidation of organic compounds |
Country Status (5)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6075099A (en) * | 1996-02-06 | 2000-06-13 | Shell Oil Company | Epoxidized polyester-based powder coating compositions |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3120547A (en) * | 1957-06-29 | 1964-02-04 | Dehydag Gmbh | Process for the production of highmoleuclar compounds containing epoxide groups |
| US3113932A (en) * | 1959-02-09 | 1963-12-10 | Johnson & Son Inc S C | Drying compositions comprising polyepoxide polyesters of tetrahydrophthalic acid and aliphatic glycols modified with unsaturated monocarboxylic acid |
| US3140312A (en) * | 1960-04-28 | 1964-07-07 | Shell Oil Co | Percarboxylic acid production employing a pretreated, dehydrated acid cation exchange resin |
| US3242196A (en) * | 1963-02-20 | 1966-03-22 | Du Pont | Partially epoxidized drying oils and derivatives thereof and their preparation |
| US3438892A (en) * | 1967-10-16 | 1969-04-15 | Dow Chemical Co | Drying fluids with regenerable sulfonate cation-exchange resins |
| LU74148A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1976-01-09 | 1977-07-22 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2337038A (en) * | 1942-06-11 | 1943-12-21 | Chicago Metal Hose Corp | Flexible connector |
| US2490800A (en) * | 1947-08-05 | 1949-12-13 | Buffalo Electro Chem Co | Method of preparing aliphatic peracids and substitution products thereof |
| US2660563A (en) * | 1949-07-28 | 1953-11-24 | Standard Oil Dev Co | Mineral oil containing substituted polyolefins |
| BE541953A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1954-10-18 |
-
0
- NL NL107618D patent/NL107618C/xx active
- NL NL206408D patent/NL206408A/xx unknown
-
1955
- 1955-04-26 US US504096A patent/US2976265A/en not_active Expired - Lifetime
-
1956
- 1956-04-06 GB GB10610/56A patent/GB802127A/en not_active Expired
- 1956-04-24 FR FR1150846D patent/FR1150846A/fr not_active Expired
- 1956-04-26 CH CH356116D patent/CH356116A/de unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6075099A (en) * | 1996-02-06 | 2000-06-13 | Shell Oil Company | Epoxidized polyester-based powder coating compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1150846A (fr) | 1958-01-20 |
| US2976265A (en) | 1961-03-21 |
| NL107618C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1900-01-01 |
| CH356116A (de) | 1961-08-15 |
| NL206408A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1900-01-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB802127A (en) | Improvements in or relating to process for the epoxidation of organic compounds | |
| GB931119A (en) | Improvements in processes for the production of peracids | |
| US2448252A (en) | Preparation of peracid solutions | |
| Gall et al. | A modified peracid process for making epoxy compounds from unsaturated fatty acid esters | |
| GB675167A (en) | Improvements in preparing synthetic resinous drying compositions | |
| Lewandowski et al. | Epoxidation of vegetable oils, unsaturated fatty acids and fatty acid esters: A review | |
| GB1010057A (en) | Process for the preparation of cyclic ethers | |
| ES249383A1 (es) | Metodo para producir complejos de epoxi-resinas y productos derivados de los mismos | |
| US2919283A (en) | Process of epoxidation | |
| GB1111206A (en) | Epoxidation process | |
| US3155638A (en) | Process for epoxidation of ethylenically unsaturated compounds | |
| US2446849A (en) | Oxidation of fatty substances | |
| US3242196A (en) | Partially epoxidized drying oils and derivatives thereof and their preparation | |
| GB629490A (en) | Improvements in or relating to the manufacture of oil-modified alkyd resins | |
| US3120547A (en) | Process for the production of highmoleuclar compounds containing epoxide groups | |
| US2904584A (en) | Oxidation of cyclic ketones | |
| US3448125A (en) | Method of epoxidation using phosphoric acid catalyst | |
| GB961611A (en) | Improvements in and relating to alkyd resins | |
| GB859467A (en) | Improvements in or relating to drying oils | |
| GB739609A (en) | Method of epoxidizing organic esters | |
| US3207743A (en) | Epoxidation of tall oil fatty acids and esters | |
| GB709011A (en) | Improvements in or relating to the production of polymeric products from styrene andunsaturated fatty compounds | |
| GB741492A (en) | Process for the manufacture of plasticizers | |
| GB803768A (en) | Improvements in or relating to polymeric basic aluminium salts of organic acids | |
| GB765903A (en) | Partial epoxidation of naturally occurring oils |