GB745063A - Adipic acid crystallization - Google Patents

Adipic acid crystallization

Info

Publication number
GB745063A
GB745063A GB6629/53A GB662953A GB745063A GB 745063 A GB745063 A GB 745063A GB 6629/53 A GB6629/53 A GB 6629/53A GB 662953 A GB662953 A GB 662953A GB 745063 A GB745063 A GB 745063A
Authority
GB
United Kingdom
Prior art keywords
adipic acid
crystallization
solution
nitric acid
saturator
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
GB6629/53A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB745063A publication Critical patent/GB745063A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/43Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

<PICT:0745063/IV(a)/1> Adipic acid is crystallized from a reaction mixture obtained by oxidation of a cyclic hydrocarbon or a mixture of cyclic hydrocarbons by air and/or nitric acid, the crystallization being carried out in a continuous manner at a temperature of from about 350 DEG C. to about 70 DEG C., without substantial nucleation, from a supersaturated solution derived from the oxidation products and containing, on an adipic acid free basis, from 8 to 18 per cent by weight of the by-product dibasic acids. The solution should preferably have an adipic acid supersaturation of 2 DEG C. to 5 DEG C. In the procedure illustrated in the Figure a solution is saturated with adipic acid in vessel 1 and the saturated solution is forced by pump 2 through filter 3 and rotameter 4 into the supersaturator 5 where the temperature of the solution is lowered by means of a circulating cooling medium to give the desired degree of supersaturation. The supersaturated solution flows by pipe 5a through the crystallization chamber 6 which is provided with a heating coil and contains in its bottom portion a porous seed basket 7 in which the crystals are collected. The mother liquor is returned from the top of crystallization chamber 6 to the saturator 1 by the pipe line 6a. The pipe line 6b in conjunction with the valves on pipe lines 5a and 6a enable the crystallization chamber 6 to be bypassed and the solution to be sent back to the saturator vessel 1. The outlet 8 of the crystallization chamber is connected to a source of vacuum. In examples for determining the rate of crystal growth a saturated solution prepared by saturating a nitric acid mother liquor with adipic acid is placed in the saturator 1 while a weighed quantity of adipic acid seed crystals with known surface area characteristics is placed in the seed basket 7. The flow rate, liquor temperature in the crystallization chamber and in the saturator are taken and the seed basket weighed at intervals so that a record of weight gain versus time is obtained. The nitric acid mother liquor is the mother liquor left after crystallization of the first crop of adipic acid crystals from the product obtained by air and nitric acid oxidation of cyclohexane as described in Specification 633,354, after stripping off the volatile matter. The crystallization linear growth rate is calculated in each case and tabulated results are given to show the effect of the crystallization temperature, the degree of supersaturation, and the presence of monobasic acids and dibasic acids on the crystal growth rate. The results relate to feeds containing 47 and 43 per cent nitric acid and 12 or 8 per cent dibasic acids (glutaric and succinic acids) together with in some cases small amounts of acetic, valeric or caproic acids.ALSO:<PICT:0745063/III/1> Adipic acid is crystallized from a reaction mixture obtained by oxidation of a cyclic hydrocarbon or a mixture of cyclic hydrocarbons by air and/or nitric acid, the crystallization being carried out in a continuous manner at a temperature of from about 35 DEG C. to about 70 DEG C., without substantial nucleation, from a supersaturated solution derived from the oxidation products and containing, on an adipic acid free basis, from 8 to 18 per cent by weight of the by-product dibasic acids. The solution should preferably have an adipic acid supersaturation of 2 DEG C. to 5 DEG C. In the procedure illustrated in the Figure a solution is saturated with adipic acid in vessel 1 and the saturated solution is forced by pump 2 through filter 3 and rotameter 4 into the supersaturator 5 where the temperature of the solution is lowered by means of a circulating cooling medium to give the desired degree of supersaturation. The supersaturated solution flows by pipe 5a through the crystallization chamber 6 which is provided with a heating coil and contains in its bottom portion a porous seed basket 7 in which the crystals are collected. The mother liquor is returned from the top of crystallization chamber 6 to the saturator 1 by pipe line 6a. The pipe line 6b in conjunction with the valves on pipe lines 5a and 6a enable the crystallization chamber 6 to be by-passed and the solution to be sent back to the saturator vessel 1. The outlet 8 of the crystallization chamber is connected to a source of vacuum. In examples for determining the rate of crystal growth a saturated solution prepared by saturating a nitric acid mother liquor with adipic acid is placed in the saturator 1 while a weighed quantity of adipic acid seed crystals with known surface area characteristics is placed in the seed basket 7. The flow rate, liquor temperature in the crystallization chamber and in the saturator are taken and the seed basket weighed at intervals so that a record of weight gain versus time is obtained. The nitric acid mother liquor is the mother liquor left after crystallization of the first crop of adipic acid crystals from the product obtained by air and nitric acid oxidation of cyclohexane as described in Specification 633,354 [Group IV(b)] after stripping off the volatile matter. The crystallization linear growth rate is calculated in each case and tabulated results are given to show the effect of the crystallization temperature, the degree of supersaturation and the presence of monobasic acids and dibasic acids on the crystal growth rate. The results relate to feeds containing 47 and 43 per cent nitric acid and 12 or 8 per cent dibasic acids (glutaric and succinic acids) together with in some cases small amounts of acetic, valeric or caproic acids.
GB6629/53A 1952-03-22 1953-03-10 Adipic acid crystallization Expired GB745063A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US745063XA 1952-03-22 1952-03-22

Publications (1)

Publication Number Publication Date
GB745063A true GB745063A (en) 1956-02-22

Family

ID=22119918

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6629/53A Expired GB745063A (en) 1952-03-22 1953-03-10 Adipic acid crystallization

Country Status (1)

Country Link
GB (1) GB745063A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2180253A (en) * 1985-09-10 1987-03-25 Alfa Laval Food & Dairy Eng Method and plant for cooling of fatty oils
EP0502384A2 (en) * 1991-03-05 1992-09-09 Bayer Ag Process for the recovery of adipic acid

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2180253A (en) * 1985-09-10 1987-03-25 Alfa Laval Food & Dairy Eng Method and plant for cooling of fatty oils
EP0502384A2 (en) * 1991-03-05 1992-09-09 Bayer Ag Process for the recovery of adipic acid
EP0502384A3 (en) * 1991-03-05 1993-01-27 Bayer Ag Process for the recovery of adipic acid
US5264624A (en) * 1991-03-05 1993-11-23 Bayer Aktiengesellschaft Process for the recovery of adipic acid

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