IP Library Granted Patent US 9,809,665
Granted Patent B2
US 9,809,665 · App. 12/932,837 · Granted Nov 7, 2017

Polyisobutylene production process with improved efficiencies and/or for forming products having improved characteristics and polyisobutylene products produced thereby

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Quick Facts
Patent No.
US 9,809,665
App. No.
12/932,837
Granted
Nov 7, 2017
Kind
B2
Abstract

A process for production of polyisobutylene includes subjecting a reaction admixture comprising isobutylene, a diluent for the isobutylene, which may be isobutane, and a catalyst composition, that may include a BF 3 /methanol catalyst complex, to reaction conditions suitable for causing at least a portion of the isobutylene to undergo polymerization to form a polyisobutylene product including polyisobutylene molecules. At least a fraction of the polyisobutylene molecules thus produced have alpha position double bonds and the polyisobutylene product has a number average molecular weight (M N ) and a polydispersity index (PDI). The concentration of the diluent in the reaction admixture may be manipulated to control or change any one or more of (a) the relative size of the fraction, (b) the number average molecular weight of the product, (c) the polydispersity index of the product and (d) the relative size of the portion. The diluent concentration may be held constant to maintain any one or more of such characteristics constant.

Claims (13)

1. A process for production of polyisobutylene comprising:

subjecting a reaction admixture comprising isobutylene, a diluent for said isobutylene and a catalyst composition to reaction conditions in a reaction zone suitable for causing at least a portion of said isobutylene to undergo polymerization to form a polyisobutylene product including polyisobutylene molecules, at least a fraction of said polyisobutylene molecules having alpha position double bonds, said polyisobutylene product having a number average molecular weight and a polydispersity index;

choosing a diluent concentration corresponding to a pre-selected value of at least one parameter selected from the size of the fraction or the molecular weight;

maintaining the admixture at said chosen diluent concentration to thereby hold said parameter at said pre-selected value;

treating said product to remove diluent and unreacted isobutylene therefrom; and

recycling at least one of the diluent and the unreacted isobutylene back to said zone, wherein said diluent consists essentially of isobutane and a C 3 -C 16 1-alkene.

2. The process as set forth in claim 1 , wherein the diluent comprises a mixture of isobutane and 1-butene.

3. A process for production of polyisobutylene comprising:

subjecting a reaction admixture comprising isobutylene, a diluent for said isobutylene and a catalyst composition to reaction conditions suitable for causing at least a portion of said isobutylene to undergo polymerization to form a polyisobutylene product including polyisobutylene molecules, at least a fraction of said polyisobutylene molecules having alpha position double bonds, said polyisobutylene product having a number average molecular weight and a polydispersity index, said polyisobutylene product having at least one parameter that is variable as a function of the concentration of said diluent in said admixture, said at least one parameter comprising (a) the relative size of said fraction, (b) the number average molecular weight of said product, (c) the polydispersity index of said product or (d) the relative size of said portion;

choosing a diluent concentration corresponding to a pre-selected value of at least one parameter; and

maintaining the admixture at said chosen diluent concentration to thereby hold said parameter at said pre-selected value,

wherein diluent comprising a C 3 -C 16 1-alkene and optionally a C 3 -C 16 alkane is provided to a reactor independently of fresh isobutylene monomer.

4. The process according to claim 3 , wherein the independently provided diluent consists essentially of isobutane and a C 3 -C 16 1-alkene.

Assignments (19)
SECURITY INTEREST Recorded Dec 16, 2024
From: TPC GROUP LLC
To: JEFFERIES FINANCE LLC, AS AGENT
Reel/Frame 069594/0055 →
RELEASE OF SECURITY INTEREST Recorded Dec 16, 2024
From: GLAS TRUST COMPANY LLC
To: TPC GROUP LLC
Reel/Frame 069602/0182 →
TERMINATION AND RELEASE OF SUPPLEMENTAL GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AT REEL/FRAME 055119/0158 Recorded Dec 20, 2022
From: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO U.S. BANK NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 062171/0666 →
TERMINATION AND RELEASE OF SUPPLEMENTAL GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AT REEL/FRAME 049949/0024 Recorded Dec 20, 2022
From: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO U.S. BANK NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 062171/0658 →
TERMINATION AND RELEASE OF GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AT REEL/FRAME 060287/0820 Recorded Dec 20, 2022
From: GLAS AMERICAS LLC, AS COLLATERAL AGENT
To: TPC GROUP LLC
Reel/Frame 062171/0674 →
SECURITY INTEREST Recorded Dec 16, 2022
From: TPC GROUP LLC
To: ECLIPSE BUSINESS CAPITAL LLC, AS COLLATERAL AGENT
Reel/Frame 062130/0001 →
SECURITY INTEREST Recorded Dec 16, 2022
From: TPC GROUP LLC
To: GLAS TRUST COMPANY LLC, AS COLLATERAL AGENT
Reel/Frame 062130/0137 →
RELEASE OF SECURITY INTEREST AT REEL/FRAME 60113/0169 Recorded Dec 16, 2022
From: ECLIPSE BUSINESS CAPITAL LLC, AS AGENT
To: TPC GROUP LLC
Reel/Frame 062142/0523 →
RELEASE OF SECURITY INTEREST AT REEL/FRAME 29644/0870 Recorded Jun 8, 2022
From: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
To: TPC GROUP LLC
Reel/Frame 060307/0955 →
SECURITY INTEREST Recorded Jun 6, 2022
From: TPC GROUP LLC
To: ECLIPSE BUSINESS CAPITAL LLC, AS AGENT
Reel/Frame 060113/0169 →
GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Jun 6, 2022
From: TPC GROUP LLC
To: GLAS AMERICAS LLC, AS COLLATERAL AGENT
Reel/Frame 060287/0820 →
SECURITY INTEREST Recorded Feb 2, 2021
From: TPC GROUP LLC
To: U.S. BANK NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 055119/0158 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN UNITED STATES TRADEMARKS AND PATENTS Recorded Aug 6, 2019
From: U.S. BANK NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO WELLS FARGO BANK, NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 049970/0219 →
CONFIRMATION OF SUCCESSION OF AGENCY Recorded Aug 5, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: U.S. BANK NATIONAL ASSOCIATION
Reel/Frame 049963/0119 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Aug 2, 2019
From: RIVERSTONE CREDIT PARTNERS, L.P.
To: TPC GROUP, LLC
Reel/Frame 049949/0259 →
SECURITY AGREEMENT Recorded Aug 2, 2019
From: TPC GROUP LLC
To: U.S. BANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 049949/0024 →
SECURITY INTEREST Recorded Jan 21, 2016
From: TPC GROUP LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 037551/0867 →
SECURITY INTEREST Recorded Jan 15, 2016
From: TPC GROUP LLC
To: RIVERSTONE CREDIT PARTNERS, L.P.
Reel/Frame 037499/0246 →
SECURITY AGREEMENT Recorded Jan 16, 2013
From: TPC GROUP LLC
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 029644/0870 →