IP Library Granted Patent US 6,858,767
Granted Patent B1
US 6,858,767 · App. 09/637,791 · Granted Feb 22, 2005

Process for producing liquid polyalphaolefin polymer, metallocene catalyst therefor, the resulting polymer and lubricant containing same

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Quick Facts
Patent No.
US 6,858,767
App. No.
09/637,791
Granted
Feb 22, 2005
Kind
B1
Abstract

A liquid polyalphaolefin homo- or copolymer, preferably 1-decene, which is substantially amorphous is obtained by a polymerization process employing hydrogen and a particular type of metallocene catalyst. Additionally, liquid polyalphaolefin homo- or copolymer containing from 2 to about 12 carbon atoms possess a unique combination of properties, i.e., low molecular weight (M w ), low polydispersity index (M w /M n controllable kinematic viscosity (Kv 100 ), low Iodine Number (I 2 ) and low glass transition temperature (T g ) and are substantially amorphous. The liquid polyalphaolefin homo- or copolymers provided herein are useful for manufacturing a variety of products including lubricating oils in which the polyalphaolefin functions as a viscosity modifier.

Claims (12)

1. A process for the polymerization of α-olefin to provide a liquid polyalphaolefin homo- or copolymer, the process comprising polymerizing at least one olefin in the presence of hydrogen and a catalytically effective amount of catalyst comprising the product obtained by combining a metallocene procatalyst with a cocatalyst, the metallocene procatalyst being at least one compound of general formula:

( Cp 1 R 1 m ) R 3 ( Cp 2 R 2 p ) MX q

wherein Cp 1 of ligand (Cp 1 R 1 m ) and Cp 2 of ligand (Cp 2 R 2 p ) are the same or different cyclopentadienyl rings, R 1 and R 2 each is, independently, hydrogen or a hydrocarbyl, halocarbyl, heterocarbyl, hydrocarbyl-substituted organometalloid or halocarbyl-substituted organometalloid group containing up to about 20 carbon atoms, m is 0 to 5, p is 0 to 5 and two R 1 and/or R 2 substituents on adjacent carbon atoms of the cyclopentadienyl ring associated therewith can be joined together to form a ring containing from 4 to about 20 carbon atoms, R 3 is a bridging group bridging Cp 1 with Cp 2 , M is a transition metal having a valence of from 3 to 6, each X is a non-cyclopentadienyl ligand and is, independently, halogen or a hydrocarbyl, oxyhydrocarbyl, halocarbyl, hydrocarbyl-substituted organometalloid, oxyhydrocarbyl-substituted organometalloid or halocarbyl-substituted organometalloid group containing up to about 20 carbon atoms, and q is equal to the valence of M minus 2, the cocatalyst being an aluminoxane and it being provided that ligand (Cp 1 R 1 m ) is different than ligand (Cp 2 R 2 p ) and bridging group R 3 contains at least two bulky groups.

2. The process of claim 1 wherein the metallocene procatalyst possesses the structure

in which groups R 4 and R 5 each, independently, is, or contains, a cyclic group of from 6 to about 20 carbon atoms, from 0 to 3 heteroatoms and hydrogen as the remaining atoms.

3. The process of claim 2 wherein in the metallocene procatalyst, the cyclic group is a cycloalkyl, heterocycloalkyl, cycloalkenyl, heterocycloalkenyl, aryl, heteroaryl, alkaryl, alkylheteroaryl, aralkyl or heteroaralkyl group.

4. The process of claim 3 wherein in the metallocene procatalyst, ligand (Cp 1 R m 1 ) is unsubstituted cyclopentadienyl, ligand (Cp 2 R p 2 ) is substituted or unsubstituted indenyl or fluorenyl, M 1 is zirconium, R 4 and R 5 each is phenyl and each ligand X is chlorine.

5. The process of claim 1 wherein the metallocene procatalyst based in terms of the transition metal M, is present in an amount from 0.0001 to about 0.02 millimoles/liter and the aluminoxane cocatalyst is present in an amount from 0.01 to about 100 millimoles/liter.

6. The process of claim 1 wherein the α-olefin contains from 2 to about 20 carbon atoms.

7. The process of claim 1 wherein the α-olefin contains from about 6 to about 12 carbon atoms.

8. The process of claim 1 wherein the α-olefin is 1-decane.

9. The process of claim 1 wherein the metallocene procatalyst is combined with the aluminoxane cocatalyst and hydrogen in any order thereof and in the presence or absence of αolefin.

Assignments (16)
MERGER Recorded Oct 16, 2018
From: UNIROYAL CHEMICAL COMPANY, INC.
To: CHEMTURA USA CORPORATION
Reel/Frame 047173/0009 →
MERGER Recorded Oct 16, 2018
From: CHEMTURA USA CORPORATION
To: CHEMTURA CORPORATION
Reel/Frame 047173/0277 →
MERGER Recorded Oct 16, 2018
From: CHEMTURA CORPORATION
To: LANXESS SOLUTIONS US INC
Reel/Frame 047175/0217 →
MERGER AND CHANGE OF NAME Recorded Sep 7, 2018
From: CHEMTURA CORPORATION; LANXESS SOLUTIONS US INC.
To: LANXESS SOLUTIONS US INC.
Reel/Frame 046810/0465 →
MERGER Recorded May 25, 2017
From: UNIROYAL CHEMICAL COMPANY, INC.
To: CHEMTURA USA CORPORATION
Reel/Frame 042576/0458 →
MERGER Recorded May 25, 2017
From: CHEMTURA USA CORPORATION
To: CHEMTURA CORPORATION
Reel/Frame 042507/0626 →
RELEASE OF FIRST LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 11, 2017
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
Reel/Frame 042447/0508 →
RELEASE OF SECOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 11, 2017
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
Reel/Frame 042449/0001 →
FIRST LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT. Recorded Mar 21, 2011
From: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 026028/0622 →
INTELLECTUAL PROPERTY SECURITY RELEASE AGREEMENT Recorded Mar 21, 2011
From: CITIBANK, N.A.
To: CHEMTURA CORPORATION; A & M CLEANING PRODUCTS, LLC; ASCK, INC; BIOLAB COMPANY STORE, LLC; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; BIOLAB TEXTILES ADDITIVES, LLC; BIOLAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON MONOCHEM, INC.; CNK CHEMICAL REALTY CORPORATION; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GT SEED TREATMENT, INC.; ISCI, INC; GREAT LAKES CHEMICAL GLOBAL, INC.; HOMECARE LABS, INC.; KEM MANUFACTURING CORPORATION; LAUREL INDUSTRIES HOLDINGS, INC.; NAUGATUCK TREATMENT COMPANY; UNIROYAL CHEMICAL COMPANY LIMITED (DELAWARE); MONOCHEM, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC; WRL OF INDIANA, INC.; BIOLAB FRANCHISE COMPANY, LLC
Reel/Frame 026039/0142 →
SECDOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 21, 2011
From: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORORATED; CROMPTON HOLDING CORPORATION; CLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; HAOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
To: BANK OF AMERICA, N. A.
Reel/Frame 027881/0347 →
AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 22, 2010
From: CHEMTURA CORPORATION; A & M CLEANING PRODUCTS, LLC; AQUA CLEAR INDUSTRIES, LLC; ASCK, INC.; ASEPSIS, INC.; BIOLAB COMPANY STORE, LLC; BIOLAB FRANCHISE COMPANY, LLC; BIOLAB TEXTILE ADDITIVES, LLC; BIO-LAB, INC.; CNK CHEMICAL REALTY CORPORATION; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; CROMPTON MONOCHEM, INC.; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; ISCI, INC.; KEM MANUFACTURING CORPORATION; LAUREL INDUSTRIES HOLDINGS, INC.; MONOCHEM, INC.; NAUGATUCK TREATMENT COMPANY; RECREATIONAL WATER PRODUCTS, INC.; UNIROYAL CHEMICAL COMPANY LIMITED (DELAWARE); WEBER CITY ROAD LLC; WRL OF INDIANA, INC.
To: CITIBANK, N.A.
Reel/Frame 023998/0001 →
SECURITY AGREEMENT Recorded May 12, 2009
From: CHEMTURA CORPORATION; A & M CLEANING PRODUCTS, LLC; AQUA CLEAR INDUSTRIES, LLC; ASCK, INC.; ASEPSIS, INC.; BIOLAB TEXTILE ADDITIVES, LLC; BIO-LAB, INC.; CNK CHEMICAL REALTY CORPORATION; CROMPTON HOLDING CORPORATION; CROMPTON COLORS INCORPORATED; CROMPTON MONOCHEM, INC.; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; ISCI, INC.; KEM MANUFACTURING CORPORATION; LAUREL INDUSTRIES HOLDINGS, INC.; MONOCHEM, INC.; NAUGATUCK TREATMENT COMPANY; RECREATIONAL WATER PRODUCTS, INC.; UNIROYAL CHEMICAL COMPANY LIMITED (DELAWARE); WEBER CITY ROAD LLC; WRL OF INDIANA, INC.; BIOLAB COMPANY STORE, LLC; BIOLAB FRANCHISE COMPANY, LLC; GLCC LAUREL, LLC
To: CITIBANK, N.A.
Reel/Frame 022668/0658 →
RELEASE OF LIEN IN PATENTS Recorded Jul 13, 2005
From: DEUTSCHE BANK AG, NEW YORK BRANCH
To: UNIROYAL CHEMICAL COMPANY
Reel/Frame 016522/0117 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2004
From: UNIROYAL CHEMICAL COMPANY, INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH
Reel/Frame 015377/0437 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2000
From: DIMAIO, ANTHONY J.; BARANSKI, JOHN R.; BLUDWORTH, JOHN G.; GILLIS, DANIEL J.
To: UNIROYAL CHEMICAL COMPANY, INC.
Reel/Frame 011123/0590 →