IP Library Granted Patent US 8,110,532
Granted Patent B2
US 8,110,532 · App. 12/277,019 · Granted Feb 7, 2012

Antioxidant compositions

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Quick Facts
Patent No.
US 8,110,532
App. No.
12/277,019
Granted
Feb 7, 2012
Kind
B2
Abstract

The invention relates to antioxidant compositions for lubricants and organic polymers comprising a first antioxidant comprising a reaction product of p-cresol, dicyclopentadiene and isobutylene; and a second antioxidant comprising a diarylamine. The first antioxidant preferably has the structure: wherein n is 0-50, and R 1 and R 2 are independently hydrogen, a straight or branched C 1 -C 30 alkyl or alkylene group optionally substituted with one or more substituents, C 3 -C 12 cycloalkyl, C 5 -C 12 aryl, or C 6 -C 12 alkylaryl. The second antioxidant preferably has the formula: (R 3 ) a —Ar 1 —NH—Ar 2 —(R 4 ) b wherein Ar 1 and Ar 2 are independently aromatic hydrocarbon groups and R 3 and R 4 are independently hydrogen or hydrocarbyl groups having from 6 to about 100 carbon atoms and a and b are independently 0 to 3 but (a+b) is not greater than 4.

Claims (14)

1. A lubricant composition, comprising:

(a) a Group II and/or Group III base stock of lubricating viscosity; and

(b) from 0.5 to 1.5% by weight based on the weight of the lubricant composition of an antioxidant composition consisting of a first antioxidant which is a reaction product of p-cresol with dicyclopentadiene and isobutylene and having a molecular weight [g/mol] of 600-700, and a second antioxidant having the formula:

(R 3 ) a —Ar 1 —NH—Ar 2 —(R 4 ) b

wherein Ar 1 and Ar 2 are independently aromatic hydrocarbon groups and R 3 and R 4 are independently hydrogen or hydrocarbyl groups having from 6 to about 100 carbon atoms and a and b are independently 0 to 3 but (a+b) is not greater than 4 wherein the weight ratio of the second antioxidant to the first antioxidant is from 1:1 to 19:1, wherein at least 80% by weight of the lubricant composition is base stock a).

2. The lubricant composition of claim 1 , wherein the weight ratio of the second antioxidant to the first antioxidant is from 3:1 to 19:1.

3. The lubricant composition of claim 1 , wherein the lubricant composition comprises ZDDP in an amount no greater than 1 wt.%, based on the total weight of the lubricant composition.

4. The lubricant composition of claim 1 , wherein the lubricant composition comprises less than 0.7 wt.% ZDDP, based on the total weight of the lubricant composition.

5. The lubricant composition of claim 1 , further comprising at least one lubricating oil additive selected from the group consisting of antioxidants, anti-wear agents, detergents, rust inhibitors, dehazing agents, demulsifying agents, metal deactivating agents, friction modifiers, pour point depressants, antifoaming agents, co- solvents, package compatibilisers, corrosion-inhibitors, ashless dispersants, dyes, extreme pressure agents and mixtures thereof.

6. The lubricant composition of claim 1 , wherein the second antioxidant comprises a mixture of mono-, di- and tri-nonyl diphenylamine.

7. The lubricant composition of claim 1 , wherein the antioxidant composition is a liquid at 25° C.

8. The lubricant composition of claim 1 , wherein the antioxidant composition has a kinematic viscosity at 100° C. of less than 40 cSt.

9. The lubricant composition of claim 1 , wherein the composition comprises hindered phenolics of formula (III) in an amount less than 0.5 weight percent, based on the total weight of the antioxidant composition:

wherein R5, R6, and R7, the same or different, represent a linear or branched C1-C18 alkyl group.

Assignments (10)
MERGER AND CHANGE OF NAME Recorded Sep 7, 2018
From: CHEMTURA CORPORATION; LANXESS SOLUTIONS US INC.
To: LANXESS SOLUTIONS US INC.
Reel/Frame 046811/0599 →
RELEASE OF AMENDED AND RESTATED SECOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 12, 2017
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; CROMPTON COLORS INCORPORATED; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION
Reel/Frame 042452/0759 →
RELEASE OF THIRD LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 12, 2017
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; CROMPTON COLORS INCORPORATED; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION
Reel/Frame 042452/0894 →
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 →
AMENDED AND RESTATED SECOND LIEN INTELLECTUAL PROPERY SECURITY AGREEMENT Recorded Jul 18, 2014
From: CHEMTURA CORPORATION; CROMPTON COLORS INCORPORATED; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 033360/0225 →
THIRD LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jul 18, 2014
From: CHEMTURA CORPORATION; CROMPTON COLORS INCORPORATED; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 033360/0325 →
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 →
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 →