Alternative methods to control crosslinking in high impact polystyrene

Patent metadata

Field	Value
Publication number	US-10550245-B2
Application number	US-201715724705-A
Country	US
Kind code	B2
Filing date	Oct 4, 2017
Priority date	Oct 30, 2015
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

High impact polystyrene may be formed with increased swell index and reduced or eliminated discoloration. A process of forming high impact polystyrene may include providing a polymerization system including a polymerization reactor and a devolatilizer. High impact polystyrene may be formed in the polymerization reactor, and sent to the devolatilizer. A polar antioxidant having a hindered phenol structure and an aliphatic amine group, and with a phosphite antioxidant may be added to the polymerization system. In another process, a chemical retarder and a fluorescent whitening agent may be added to the polymerization system. In another process, a chemical retarder that inhibits free radical rubber crosslinking may be added to the polymerization system.

First claim

What is claimed:

1. A process comprising:
providing a polymerization system comprising a polymerization reactor upstream of a devolatilizer;
forming a high impact polystyrene within the polymerization reactor;
sending the high impact polystyrene to the devolatilizer; and
adding a chemical retarder to the polymerization system at or upstream of the devolatilizer and downstream of the polymerization reactor, wherein the chemical retarder inhibits free radical rubber crosslinking in the devolatilizer,
(i) wherein the chemical retarder comprises a polar antioxidant having a sterically hindered phenol structure and an aliphatic amine group, and wherein the process further comprises: adding a phosphite antioxidant to the polymerization system at or upstream of the devolatilizer; and recovering high impact polystyrene from the devolatilizer, wherein the high impact polystyrene has a yellowness index that is less than or equal to a yellowness index of a high impact polystyrene produced in an otherwise identical process in which the phosphite antioxidant is not added to the polymerization system;
(ii) wherein the chemical retarder comprises a polar antioxidant having a sterically hindered phenol structure and an aliphatic amine group, and wherein the process further comprises adding a fluorescent whitening agent to the polymerization system at or upstream of the devolatilizer, and recovering high impact polystyrene from the devolatilizer, wherein the high impact polystyrene has a yellowness index that is less than or equal to a yellowness index of a high impact polystyrene produced in an otherwise identical process in which the fluorescent whitening agent is not added to the polymerization system; or
(iii) wherein the chemical retarder does not cause discoloration of the high impact polystyrene and comprises 2,6-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol; N,N′-hexane-1,6-diylbis[3-(3,5-di-tert-butyl-4-hydroxyphenylpropionamide)]; tetrakis methylene-3 (3′,5′-di-tert-butyl-4-hydroxyphenyl) propionate methane: or a butylated reaction product of p-cresol and dicyclopentadiene and wherein the process further comprises recovering high impact polystyrene from the devolatilizer, wherein the high impact polystyrene does not exhibit any change in yellowness index relative to a high impact polystyrene produced in an otherwise identical process in which the chemical retarder is not added to the polymerization system.

2. The process of claim 1 , wherein the chemical retarder is present in the high impact polystyrene an amount ranging from greater than 0 to 1000 ppm.

3. The process of claim 1 , wherein the chemical retarder is an antioxidant and thermal stabilizer.

4. The process of claim 1 , wherein the chemical retarder is a multifunctional antioxidant.

5. The process of claim 1 , wherein the chemical retarder is a polymeric sterically hindered phenolic antioxidant.

6. The process of claim 1 , wherein the chemical retarder is the butylated reaction product of p-cresol and dicyclopentadiene.

7. The process of claim 6 , wherein the chemical retarder has the structure:

wherein n is an integer greater than 1.

8. The process of claim 1 , wherein the chemical retarder is 2,6-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol; N,N′-hexane-1,6-diylbis[3-(3,5-di-tert-butyl-4-hydroxyphenylpropionamide)]; or tetrakis[methylene-3(3′,5′-di-tert-butyl-4-hydroxyphenyl)propionate]methane.

9. The process of claim 1 , wherein the inhibiting of free radical rubber crosslinking in the devolatilizer comprises delaying free radical rubber crosslinking in the devolatilizer.

10. The process of claim 1 , comprising (i).

11. The process of claim 1 , comprising (ii).

12. The process of claim 1 ;
comprising (i) and further comprising adding a fluorescent whitening agent to the polymerization system at or upstream of the devolatilizer; or
comprising (ii) and further comprising adding a phosphite antioxidant to the polymerization system at or upstream of the devolatilizer.

13. The process of claim 1 , comprising (iii).

14. A process comprising:
providing a polymerization system comprising a polymerization reactor upstream of a devolatilizer;
forming a high impact polystyrene within the polymerization reactor;
sending the high impact polystyrene to the devolatilizer, and
adding a chemical retarder to the polymerization system at or upstream of the devolatilizer, wherein the chemical retarder inhibits free radical rubber crosslinking in the devolatilizer;
wherein the chemical retarder comprises a polar antioxidant having a sterically hindered phenol structure and an aliphatic amine group, and wherein the process further comprises adding a fluorescent whitening agent to the polymerization system at or upstream of the devolatilizer, and recovering high impact polystyrene from the devolatilizer, wherein the high impact polystyrene has a yellowness index that is less than or equal to a yellowness index of a high impact polystyrene produced in an otherwise identical process in which the fluorescent whitening agent is not added to the polymerization system;
wherein the fluorescent whitening agent comprises 2,2′-(1,2-ethenediyl)bis(4,1-phenylene)bisbenzoxazole.

Assignees

• Fina Technology

Inventors

• Trimino Giovanni
• Deanda Carlos
• Knoeppel David W

Classifications

• C08L25/06

  Polystyrene · CPC title

• C08L51/003

  grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds (C08L51/04, C08L51/06 take precedence) · CPC title

• C08K5/524 Primary

  Esters of phosphorous acids, e.g. of H3PO3 · CPC title

• C08F2/01 Primary

  characterised by special features of the polymerisation apparatus used · CPC title

• C08K5/18

  with aromatically bound amino groups · CPC title