IP Library Granted Patent US 7,820,764
Granted Patent B2
US 7,820,764 · App. 12/690,809 · Granted Oct 26, 2010

Process for controlling the molecular weight of polymers of bromostyrene

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 7,820,764
App. No.
12/690,809
Granted
Oct 26, 2010
Kind
B2
Abstract

A controlled molecular weight polymer of styrene is provided having bromine substituted thereon. Control of molecular weight is achieved by the use of alpha-methyl styrene dimer as a chain transfer agent. The brominated polymer of styrene is useful as a flame retardant, particularly for polyamides giving improved properties including color retention after molding.

Claims (15)

1. A process to control the molecular weight of styrene polymers in which α-methyl styrene dimer is used as a chain transfer agent, comprising the steps of:

(a) providing an essentially solventless blend of:

(i) monomers of styrene;

(ii) a polymerization initiator; and

(iii) α-methyl styrene dimer,

(b) feeding the monomer/polymerization initiator blend into a reaction vessel;

(c) reacting the monomer/polymerization initiator blend under conditions effective to polymerize at least about 80% of the monomers in a time of between about 1 minute and about 20 minutes;

(d) adding bromine to react with the polymerized styrene under conditions effective to brominate the polymerized styrene to form brominated polymerized monomers, the brominated monomers of which having the following general structure

where R is H and x is 3, where the brominated polymerized monomers have an assigned weight average molecular weight (MW) compared with a polystyrene standard as measured by gel permeation chromatography of from about 11,000 to about 60,000; and

(e) removing the brominated polymerized monomers from the reaction vessel.

2. The process of claim 1 wherein the bromostyrene polymers retain at least 88% of their mass after 20 minutes and at least 85% of their mass after 30 minutes when a 10 mg specimen is held at 330° C. under a nitrogen atmosphere.

3. The process of claim 1 wherein the polymers have an assigned weight average molecular weight compared with a polystyrene standard as measured by gel permeation chromatography of from about 15,000 to about 20,000.

4. The process of claim 1 wherein the polymers further comprise units derived from copolymerization with a comonomer selected from the group consisting of glycidyl(meth)acrylate, maleic anhydride, hydroxyethylmethacrylate, acrylic acid, ar-amino substituted styrene, styrene sulfonic acid, salts of styrene sulfonic acid and mixtures thereof.

5. The process of claim 1 wherein the polymers further comprise units derived from copolymerization with a comonomer selected from the group consisting of butadiene, acrylonitrile, methyl-(meth)acrylate, divinyl benzene, isoprene, n-butylacrylate, α-methyl styrene, p-methyl styrene and mixtures thereof.

6. The process of claim 1 wherein the polymers further comprise α-methyl styrene dimer residues in which the α-methyl styrene dimer residue bears at least one aromatically bound polar compatibilizing group chosen from the group of —NH 2 , —N═C═O, amines, carboxylic acids, salts of carboxylic acids, amides, esters and epoxides.

Assignments (6)
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 →