GB820664A - Improvements relating to the conversion of aromatic hydroperoxides by cleavage into phenol and other products - Google Patents

Improvements relating to the conversion of aromatic hydroperoxides by cleavage into phenol and other products

Info

Publication number
GB820664A
GB820664A GB9329/57A GB932957A GB820664A GB 820664 A GB820664 A GB 820664A GB 9329/57 A GB9329/57 A GB 9329/57A GB 932957 A GB932957 A GB 932957A GB 820664 A GB820664 A GB 820664A
Authority
GB
United Kingdom
Prior art keywords
hydroperoxide
cleavage
acid
decomposition
heat
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
Application number
GB9329/57A
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.)
California Research LLC
Original Assignee
California Research LLC
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.)
Filing date
Publication date
Application filed by California Research LLC filed Critical California Research LLC
Publication of GB820664A publication Critical patent/GB820664A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
    • C07C39/04—Phenol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/08—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by decomposition of hydroperoxides, e.g. cumene hydroperoxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C07C407/003—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/53—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Investigating Or Analyzing Materials Using Thermal Means (AREA)

Abstract

The invention comprises a method of detecting a potentially dangerous build-up of an aromatic hydroperoxide in the cleavage zone of a system for cleaving aromatic hydroperoxides into phenol and other products by cooling to below its boiling point a bleed stream from the cleavage zone, decomposing the hydroperoxide contained in it and measuring this heat of decomposition which is a measure of the hydroperoxide concentration in the bleed stream. The hydroperoxide mentioned is isopropylbenzene hydroperoxide which may be cleaved into acetone and phenol while minor quantities of acetaldehyde, acetophenone, mesityl oxide and alpha methyl styrene are also obtained. A known fraction of the hydroperoxide is withdrawn from the cleavage vessel and is cooled to about 15-20 DEG F. below its normal boiling point (about 168-170 DEG F.). The stream is passed at a constant flow rate and pressure over two resistance thermometers which measure its temperature T1. It then passes into a mixing receptacle where sulphuric acid is pumped in at a known rate and on leaving the receptacle the temperature T2 of the mixture is measured with a resistance thermometer. The difference in temperature T2-T1 = D T1 is due mainly to the heat of solution of the acid as the mixture does not remain in the mixing receptacle long enough for any appreciable decomposition of the hydroperoxide to occur. The mixture passes to a second receptacle where it remains for about three minutes which is sufficient time for the decomposition to occur. The exit temperature T3 is again measured on a resistance thermometer and the difference T3-T1 = D T2 is the heat of solution of the acid together with the heat of decomposition of the hydroperoxide. The resistance thermometers may be made to activate various electrical circuits so that when D T2 or T3-T2 exceeds a predetermined value the supply of hydroperoxide and/or acid to the cleavage vessel is cut off automatically. The reaction may also be stopped, if desired, when D T1 falls below a predetermined value as this indicates that the acid flow to the mixing vessel has been cut off and that D T2 is not a true reading. The various steps of the invention are shown diagrammatically on a flow sheet.
GB9329/57A 1956-03-30 1957-03-21 Improvements relating to the conversion of aromatic hydroperoxides by cleavage into phenol and other products Expired GB820664A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US820664XA 1956-03-30 1956-03-30

Publications (1)

Publication Number Publication Date
GB820664A true GB820664A (en) 1959-09-23

Family

ID=22168832

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9329/57A Expired GB820664A (en) 1956-03-30 1957-03-21 Improvements relating to the conversion of aromatic hydroperoxides by cleavage into phenol and other products

Country Status (1)

Country Link
GB (1) GB820664A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7012255B2 (en) 2002-05-20 2006-03-14 General Electric Company Method of measuring the concentration of hydroperoxides of alkylaromatic hydrocarbons

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7012255B2 (en) 2002-05-20 2006-03-14 General Electric Company Method of measuring the concentration of hydroperoxides of alkylaromatic hydrocarbons

Similar Documents

Publication Publication Date Title
Liu et al. Effects of thermal runaway hazard for three organic peroxides conducted by acids and alkalines with DSC, VSP2, and TAM III
Brill Terephthalic acid by single-stage oxidation
Weber et al. Some safety aspects on the cleavage of cumene hydroperoxide in the phenol process
GB820664A (en) Improvements relating to the conversion of aromatic hydroperoxides by cleavage into phenol and other products
JP4368376B2 (en) Process for the cleavage of hydroperoxide-containing oxidation mixtures
US2986583A (en) Processes for separating hydroperoxides
Jhang et al. Investigation of thermal risk assessment and hazard rankings for three organic peroxides: DTBP, CHP, and DCPO
Bunnett et al. Kinetics and Mechanism of the Alkali Cleavage of 2, 6-Dihalobenzaldehydes1
GB1432426A (en) Process for the cleavage of hydroperoxides
Wu Thermal hazard investigation of cumene hydroperoxide in the first oxidation tower
ES316131A1 (en) A procedure for the purification of a phenol. (Machine-translation by Google Translate, not legally binding)
Feigl et al. Spot tests for phenol vapors and for aromatic compounds containing oxygen
SA518400754B1 (en) Method for Producing Propylene Oxide
RU2571103C1 (en) Method of producing phenol and carbonyl compounds
Herndon et al. THE DECOMPOSITION OF ORGANIC COMPOUNDS AT HIGH TEMPERATURES AND PRESSURES1, 2
US10703715B2 (en) Process for the preparation of an alkanesulfonic acid
GB910301A (en) Producing phenols from alkyl-aromatic hydroperoxides
Lorenz The solid-vapor equilibrium of CdTe
GB743736A (en) Phenol production
GB1062298A (en) Process for the alkylation of phenol
Sun et al. Thermal hazard studies on aqueous ethylene oxide solution using DSC, VSP2, and the pressure-proof TAM IV
Letcher, TM* & Sack The excess enthalpy of mixing of some hydrocarbon mixtures
KR102445658B1 (en) System and process for cumene hydroperoxide cleavage with improved online instrumentation configuration
GB927858A (en) A method for the preparation of diaryl ketones
Sambeth The seveso accident