IP Library › Granted Patent US 12,606,510
Granted Patent B2
US 12,606,510 · App. 18/030,638 · Granted Apr 21, 2026

Phenol recovery of bisphenol-A mother liquor purge using purification train in the phenol production unit

Inventors: Kadek Sumpena (Nederweert, NL); Lara Galan-Sanchez (Eindhoven, NL); Frank Mostert (Maastricht, NL); Kae Shin Wong (Maasmechelen, BE); Martino Trabuio (Eindhoven, NL); Mark Erik Nelson (Mt. Vernon, IN)
Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
C07C37/74C07C1/24C07C37/52C07C37/56
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,606,510
App. No.
18/030,638
Granted
Apr 21, 2026
Kind
B2
Abstract

Systems and methods for recovering phenol have been disclosed. The methods of recovering phenol includes concurrently processing, in a phenol recovery unit, a crude phenol stream from a phenol production unit, and a bisphenol-A purge stream from a bisphenol-A production unit to produce a first product stream comprising 60 to 95 wt. % phenol. The phenol recovery unit comprises a crude phenol distillation column and a bisphenol-A-phenol distillation column. The processing includes distilling a bottom stream from the crude phenol distillation column in the bisphenol-A-phenol distillation column.

Claims (36)

1 . A method of recovering phenol, the method comprising:

concurrently processing, in a phenol recovery system, (i) a crude phenol stream comprising phenol and phenol tar and (ii) a bisphenol-A purge stream comprising phenol and bisphenol-A tar;

wherein the phenol recovery system comprises a crude phenol distillation column and a bisphenol-A-phenol distillation column and the processing comprises:

distilling the crude phenol stream in the crude phenol distillation column to form a top stream comprising 85 to 99 wt. % phenol and a bottom stream, and

distilling the bottom stream in the bisphenol-A-phenol distillation column.

2 . The method of claim 1 , wherein the bottom stream comprises 2 to 15 wt. % phenol, and 85 to 98 wt. % combined phenol tar and bisphenol-A tar.

3 . The method of claim 2 , wherein the distilling of the bottom stream produces a bisphenol-A-phenol distillation column bottom stream comprising primarily phenol tar and bisphenol-A tar, collectively.

4 . The method of claim 3 , further comprising:

subjecting the bisphenol-A-phenol distillation column bottom stream to reaction conditions sufficient to crack the phenol tar and/or the bisphenol-A tar to produce additional phenol and α-methylstyrene.

5 . The method of claim 4 , wherein the reaction conditions for the subjecting step comprise a reaction temperature of 100 to 250° C. and a reaction pressure of 0.2 to 1.5 bar.

6 . The method of claim 4 , wherein the subjecting step comprises:

contacting the bisphenol-A-phenol distillation column bottom stream with sulfonic acid.

7 . The method of claim 1 , wherein the phenol tar comprises acetophenone, dimethylbenzylalcohol, o-cumylphenol, p-cumylphenol, alphamethylstyrene dimers, phenol, or combinations thereof.

8 . The method of claim 1 , wherein the bisphenol-A tar comprises p,p-bisphenol-A, o,p-bisphenol-A, isopropenyl phenol, Chroman, BPX, isopropenyl phenol dimers, spirobiindane bisphenol, or combinations thereof.

9 . The method of claim 1 , wherein:

the processing comprises combining the crude phenol stream and the bisphenol-A purge stream to form a feed stream;

the bottom stream comprises phenol, combined phenol tar and bisphenol-A tar; and

distilling of the bottom stream in the bisphenol-A phenol distillation column further produces an intermediate phenol stream comprising phenol.

10 . The method of claim 9 , wherein the processing further comprises:

distilling the intermediate phenol stream in the crude phenol distillation column to produce additional phenol in the top stream.

11 . The method of claim 9 , wherein the processing further comprises:

treating the top stream in a hydro-extraction unit to produce a first product stream and a recycle stream comprising 0.5 to 2 wt. % phenol.

12 . The method of claim 1 , wherein:

the bottom stream comprises phenol, phenol tar, and bisphenol-A tar; and

the processing comprises distilling the bisphenol-A purge stream and the bottom stream in the bisphenol-A-phenol distillation column to form a bisphenol-A-phenol distillation column bottom stream, and an intermediate phenol stream comprising phenol.

13 . The method of claim 12 , wherein the processing further comprises:

combining at least a portion of the intermediate phenol stream with the crude phenol stream to form a combined stream comprising at least the portion of the intermediate phenol stream and the crude phenol stream; and

distilling the combined stream comprising at least the portion of the intermediate phenol stream and the crude phenol stream in the crude phenol distillation column.

14 . The method of claim 12 , wherein the processing further comprises:

combining at least a portion of the second intermediate phenol stream with the top stream to form a combined stream comprising primarily phenol; and

processing the combined stream comprising primarily phenol in a hydro-extraction unit to form a first product stream and a recycle stream comprising 0.5 to 2 wt. % phenol.

15 . The method of claim 12 , wherein the hydro-extraction unit is operated at an extraction temperature of 100 to 250° C. and an extraction pressure of 0.4 to 2 bar.

16 . The method of claim 12 , wherein the crude phenol distillation column is operated at an overhead temperature range of 120 to 150° C., a reboiler range of 180 to 220° C., and an operating pressure of 0.1 to 0.5 bar.

17 . The method of claim 12 , wherein the bisphenol-A-phenol distillation column is operated at an overhead temperature range of 80 to 120° C., a reboiler range of 150 to 200° C., and an operating pressure of 0.1 to 0.7 bar.

18 . The method of claim 1 , wherein the crude phenol stream is produced by separating an effluent of a cumene based phenol production process.

19 . The method of claim 1 , wherein the bisphenol-A purge stream includes a bisphenol-A dry mother liquor purge stream generated by crystallization of bisphenol-A from an effluent of a bisphenol-A synthesis reactor.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2023
From: SUMPENA, KADEK; GALAN-SANCHEZ, LARA; MOSTERT, FRANK; WONG, KAE SHIN; TRABUIO, MARTINO; NELSON, MARK ERIK
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 063246/0136 →
Continuity (2)
Provisional Application 63090127 · Oct 9, 2020
Related Publication 20230406797A1 · Dec 21, 2023
References Cited (15)
US 5504251A · Dyckman et al. · 1996 [cited by applicant]
US 6828465B2 · Neumann et al. · 2004 [cited by applicant]
US 9255053B2 · Palmer · 2016 [cited by examiner]
US 10246391B2 · Nelson · 2019 [cited by examiner]
US 20120310014A1 · Palmer et al. · 2012 [cited by applicant]
US 20180258020A1 · Nelson et al. · 2018 [cited by applicant]
JP H08310978A · 1996 [cited by applicant]
WO 0172677A1 · 2001 [cited by applicant]
WO 2008140948A1 · 2008 [cited by applicant]
WO 2017044229A1 · 2017 [cited by applicant]
Chinese Second Office Action issued Jun. 5, 2025 for corresponding Chinese Application No. 202180069145.5, English translation, 17 pages. [cited by applicant]
International Search Report for International Application No. PCT/IB2021/059293; International Filing Date Oct. 11, 2021; Date of Mailing Jan. 18, 2022; 3 pages. [cited by applicant]
Written Opinion for International Application No. PCT/IB2021/059293; International Filing Date Oct. 11, 2021; Date of Mailing Jan. 18, 2022; 5 pages. [cited by applicant]
UAE Office Action, issued Apr. 30, 2025, in UAE Application No. P6000818/2023, filed on Apr. 7, 2023, 5 pages. [cited by applicant]
Chinese First Office Action issued Nov. 29, 2024 for corresponding Chinese Application No. 202180069145.5, English translation, 8 pages. [cited by applicant]