GB1107244A - Process for the production of o-hemiacetals of formaldehyde - Google Patents
Process for the production of o-hemiacetals of formaldehydeInfo
- Publication number
- GB1107244A GB1107244A GB3142065A GB3142065A GB1107244A GB 1107244 A GB1107244 A GB 1107244A GB 3142065 A GB3142065 A GB 3142065A GB 3142065 A GB3142065 A GB 3142065A GB 1107244 A GB1107244 A GB 1107244A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formaldehyde
- hemiformals
- alcohol
- phenol
- pure
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/30—Compounds having groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Abstract
O-Hemiformals are prepared by slowly introducing pure formaldehyde substantially at the rate at which it reacts into an unsubstituted or substituted monohydric or polyhydric alcohol or a phenol while cooling in such a way that the reaction temperature is at least 0 DEG C. and the concentration of free formaldehyde does not exceed 8% by weight with reference to the reaction mixture. Temperatures of 0 DEG to 140 DEG C. are preferred and the formaldehyde is preferably used in the gaseous phase, optionally diluted with an inert gas. When using polyhydric alcohols, insufficient formaldehyde to react with all the hydroxy groups may be used. An inert solvent may be used or the pure hydroxy compound, sometimes as a melt. Examples prepare hemiformals from: (31) a glycerol-adipic acid polyester; (32) a hydrogenated acetophenone-formaldehyde condensate; (33) a vinyl chloride/vinyl acetate/propylene glycol monoacrylate copolymer; and (34) polyethylene glycol 400. Reference is also made to other polyesters, polythioethers, polycarbonates, and hydrolysed copolymers of vinyl acetate with vinyl chloride, styrene, butadiene, vinylidene chloride, acrylic esters, methacrylic esters, acrylonitrile or maleic anhydride as starting materials.ALSO:O-Hemiformals are prepared by slowly introducing pure formaldehyde substantially at the rate at which it reacts into an unsubstituted or substituted monohydric or polyhdric alcohol or a phenol while cooling in such a way that the reaction temperature is at least 0 DEG C. and the concentration of free formaldehyde does not exceed 8% by weight with reference to the reaction mixture. Temperatures of 0 DEG to 140 DEG C. are preferred and the formaldehyde is preferably used in the gaseous phase, optionally diluted with an inert gas. When using polyhydric alcohols, insufficient formaldehyde to react with all the hydroxy groups may be used. An inert solvent may be used or the pure hydroxy compound, sometimes as a melt. Examples prepare hemiformals from propanol, n-butanol, 2-ethylhexanol, lauryl alcohol, cyclohexanol, sec.-butanol, allyl alcohol, propylene glycol monoacrylate, 5 - hydroxymethyl bicyclo - (2.2.1) - heptene-(2), phenol, glycidol, propargyl alcohol, glycol, butanediol, diethylene glycol, thiodiglycol, glycerine, trimethylolpropane, triethanolamine, butene-2-diol-(1,4) and butanediol-(1,4).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC33486A DE1230007B (en) | 1964-07-24 | 1964-07-24 | Process for the production of O-hemiacetals of formaldehyde |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1107244A true GB1107244A (en) | 1968-03-27 |
Family
ID=7020855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3142065A Expired GB1107244A (en) | 1964-07-24 | 1965-07-23 | Process for the production of o-hemiacetals of formaldehyde |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE667360A (en) |
| DE (1) | DE1230007B (en) |
| GB (1) | GB1107244A (en) |
| NL (1) | NL6509597A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4433119A (en) * | 1982-01-19 | 1984-02-21 | Union Carbide Corporation | Liquid thermosetting compositions containing hemiformals of phenol |
| WO2014120907A1 (en) * | 2013-01-30 | 2014-08-07 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| WO2019016700A1 (en) * | 2017-07-19 | 2019-01-24 | Sabic Global Technologies B.V. | Cetane-boosting fuel additives, method of manufacture, and uses thereof |
| US10308886B2 (en) | 2015-04-22 | 2019-06-04 | Ecolab Usa Inc. | Development of a novel high temperature stable scavenger for removal of hydrogen sulfide |
| US10336950B2 (en) | 2016-07-29 | 2019-07-02 | Ecolab Usa Inc. | Antifouling and hydrogen sulfide scavenging compositions and methods |
| US10407626B2 (en) | 2015-09-08 | 2019-09-10 | Ecolab Usa Inc. | Hydrocarbon soluble/dispersible hemiformals as hydrogen sulfide scavengers |
| US10538710B2 (en) | 2017-07-13 | 2020-01-21 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| US10584286B2 (en) | 2015-09-08 | 2020-03-10 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| US11499108B2 (en) | 2019-01-23 | 2022-11-15 | Championx Usa Inc. | Complete removal of solids during hydrogen sulfide scavenging operations using a scavenger and a Michael acceptor |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL60149A (en) * | 1980-05-23 | 1982-12-31 | Imi Inst Res Dev | Brominated pentaerythritol-based compounds and their use as fire retardants in polymeric compositions |
| US4430473A (en) | 1981-03-12 | 1984-02-07 | Union Carbide Corporation | Composites made from thermosetting compositions containing hemiformals of phenol |
| US4433129A (en) * | 1982-01-19 | 1984-02-21 | Union Carbide Corporation | Hemi-formals of methylolated phenols |
-
1964
- 1964-07-24 DE DEC33486A patent/DE1230007B/en active Pending
-
1965
- 1965-07-23 GB GB3142065A patent/GB1107244A/en not_active Expired
- 1965-07-23 BE BE667360A patent/BE667360A/xx unknown
- 1965-07-23 NL NL6509597A patent/NL6509597A/xx unknown
Cited By (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4433119A (en) * | 1982-01-19 | 1984-02-21 | Union Carbide Corporation | Liquid thermosetting compositions containing hemiformals of phenol |
| US10703710B2 (en) | 2013-01-30 | 2020-07-07 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| EP3470390A1 (en) * | 2013-01-30 | 2019-04-17 | Ecolab USA Inc. | Hydrogen sulfide scavengers |
| US9523045B2 (en) | 2013-01-30 | 2016-12-20 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| EP2951149A4 (en) * | 2013-01-30 | 2017-02-08 | Ecolab USA Inc. | Hydrogen sulfide scavengers |
| CN104955800B (en) * | 2013-01-30 | 2018-11-06 | 艺康美国股份有限公司 | Hydrogen sulfide scavenger |
| US11339118B2 (en) | 2013-01-30 | 2022-05-24 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| US10196343B2 (en) | 2013-01-30 | 2019-02-05 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| EP3686181A1 (en) * | 2013-01-30 | 2020-07-29 | Ecolab USA Inc. | Hydrogen sulfide scavengers |
| WO2014120907A1 (en) * | 2013-01-30 | 2014-08-07 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| CN104955800A (en) * | 2013-01-30 | 2015-09-30 | 艺康美国股份有限公司 | Hydrogen sulfide scavengers |
| US11085002B2 (en) | 2015-04-22 | 2021-08-10 | Championx Usa Inc. | Development of a novel high temperature stable scavenger for removal of hydrogen sulfide |
| US10308886B2 (en) | 2015-04-22 | 2019-06-04 | Ecolab Usa Inc. | Development of a novel high temperature stable scavenger for removal of hydrogen sulfide |
| US10407626B2 (en) | 2015-09-08 | 2019-09-10 | Ecolab Usa Inc. | Hydrocarbon soluble/dispersible hemiformals as hydrogen sulfide scavengers |
| US10584286B2 (en) | 2015-09-08 | 2020-03-10 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| US10336950B2 (en) | 2016-07-29 | 2019-07-02 | Ecolab Usa Inc. | Antifouling and hydrogen sulfide scavenging compositions and methods |
| US10538710B2 (en) | 2017-07-13 | 2020-01-21 | Ecolab Usa Inc. | Hydrogen sulfide scavengers |
| US10829706B2 (en) | 2017-07-19 | 2020-11-10 | Sabic Global Technologies B.V. | Cetane-boosting fuel additives, method of manufacture, and uses thereof |
| CN110785476A (en) * | 2017-07-19 | 2020-02-11 | 沙特基础工业全球技术有限公司 | Cetane number enhanced fuel additive, method of making and use thereof |
| CN110785476B (en) * | 2017-07-19 | 2021-11-09 | 沙特基础工业全球技术有限公司 | Cetane number enhanced fuel additive, method of making and use thereof |
| WO2019016700A1 (en) * | 2017-07-19 | 2019-01-24 | Sabic Global Technologies B.V. | Cetane-boosting fuel additives, method of manufacture, and uses thereof |
| US11499108B2 (en) | 2019-01-23 | 2022-11-15 | Championx Usa Inc. | Complete removal of solids during hydrogen sulfide scavenging operations using a scavenger and a Michael acceptor |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6509597A (en) | 1966-01-25 |
| DE1230007B (en) | 1966-12-08 |
| BE667360A (en) | 1965-11-16 |
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