IP Library Granted Patent US 9,644,079
Granted Patent B2
US 9,644,079 · App. 14/253,128 · Granted May 9, 2017

Shaping of expanded polystyrene made using D-limonene as a plasticizer

Inventor: Jean-Pierre Gibeault (Waterloo, CA)
Assignee: NEXKEMIA PETROCHEMICALS, INC.
C08J9/141C08J9/16C08J9/232C08J2201/03C08J2203/14C08J2325/06
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Quick Facts
Patent No.
US 9,644,079
App. No.
14/253,128
Granted
May 9, 2017
Kind
B2
Abstract

Disclosed is a process for production of expanded polystyrene using D-limonene as a plasticizer, which allows reducing the amount of pentane in the process, yet allows generating beads with similar cell size as if greater quantities of pentane had been used. Pentane is an organic solvent with toxicity associated with organic solvents. After forming beads, they are melted in a mold to form a variety of products, or they can be extruded in a process where limonene is used instead of or in addition to other blowing agents.

Claims (28)

1. A process of forming a molded shaped expanded polystyrene product formed from expanded polystyrene beads having internal cells of a size typically generated by including a larger amount of pentane in the formulation, comprising:

heating a mixture of styrene, demineralized water, brominated flame retardant chemicals, a peroxide which is a first polymerization initiator, paraffin, tricalcium phosphate (TCP), a surfactant, an extender and D-limonene to a first polymerization temperature;

adding 3-8% by weight pentane and a second polymerization initiator to the mixture and heating to a second polymerization temperature to form EPS beads having cells as large as if about 25% more pentane was used than the amount of pentane which actually was used;

melting the beads inside an extrusion mold; and

extruding, cutting and cooling the extruded product.

2. The process of claim 1 wherein the brominated compounds are decabromodiphenyl oxide, phenoxy tetrabromnobisphenol A, or tetrabromobisphenol A bis (allyl ether), hexabromocyclododecane, and brominated polymer.

3. The process of claim 1 wherein the tricalcium phosphate (TCP) is in the form of fine particles.

4. The process of claim 1 wherein the extender is dodecylbenzenesulfonate or a persulfate salt.

5. The process of claim 4 wherein the persulfate salt is ammonium or potassium persulfate.

6. The process of claim 1 wherein the surfactant is a combination of a molecular colloid and an inorganic alkali metal salt.

7. The process of claim 6 wherein the molecular colloid is polyvinyl alcohol (PVA) or polyvinylpyrrolidone (PVP) and the inorganic alkali metal salts is Mg 2 P 2 O 7 , Ca 3 (PO 4 ) 2 or another alkali metal salt including salts of sulfates, chlorides, carbonates or hydrogencarbonates.

8. The process of claim 1 wherein the peroxide is dibenzoyl peroxide, hydrogen peroxide 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane, or hydrogen peroxide.

9. The process of claim 1 wherein the second polymerization initiator is tert-butyl perbenzoate, tert-butyl peroxy-2-ethylhexanoate, t-butyl ethylhexylmonoperoxycarbonate or t-amyl ethylhexylmonoperoxycarbonate.

10. The process of claim 1 wherein the melting of the beads is with steam.

11. A process of forming a molded shaped expanded polystyrene product formed from expanded polystyrene beads having internal cells of a size typically generated by including a larger amount of pentane in the formulation, comprising:

heating a mixture of styrene, demineralized water, brominated flame retardant chemicals, a peroxide which is a first polymerization initiator, paraffin, tricalcium phosphate (TCP), a surfactant, an extender and D-limonene to a first polymerization temperature;

adding 3-8% by weight pentane and a second polymerization initiator to the mixture and heating to a second polymerization temperature to form EPS beads having cells as large as if about 25% more pentane was used than the amount of pentane which actually was used;

melting the beads inside a mold to form objects in the shape of the mold; and

cooling and removing the objects from the mold.

12. The process of claim 11 wherein the objects are further shaped using a heated wire, blade or saw.

13. The process of claim 11 wherein the objects are laminated with other materials including foils, plastics, roofing felt, fibreboard or roof or wall cladding materials.

14. The process of claim 11 wherein the brominated compounds are decabromodiphenyl oxide, phenoxy tetrabromnobisphenol A, or tetrabromobisphenol A bis (allyl ether), hexabromocyclododecane, and brominated polymer.

15. The process of claim 11 wherein the tricalcium phosphate (TCP) is in the form of fine particles.

16. The process of claim 11 wherein the extender is dodecylbenzenesulfonate or a persulfate salt.

17. The process of claim 11 wherein the surfactant is a combination of a molecular colloid and an inorganic alkali metal salt.

18. The process of claim 17 wherein the molecular colloid is polyvinyl alcohol (PVA) or polyvinylpyrrolidone (PVP) and the inorganic alkali metal salts is Mg 2 P 2 O 7 , Ca 3 (PO 4 ) 2 or another alkali metal salt including salts of sulfates, chlorides, carbonates or hydrogencarbonates.

19. The process of claim 11 wherein the peroxide is dibenzoyl peroxide, hydrogen peroxide 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane, or hydrogen peroxide.

20. The process of claim 11 wherein the second polymerization initiator is tert-butyl perbenzoate, tert-butyl peroxy-2-ethylhexanoate, t-butyl ethylhexylmonoperoxycarbonate or t-amyl ethylhexylmonoperoxycarbonate.

Assignments (5)
SECURITY INTEREST Recorded Dec 10, 2025
From: NEXKEMIA PETROCHEMICALS INC.; INTEGREON GLOBAL, INC.; CRYOPAK INDUSTRIES INC.; CRYOPAK VERIFICATION TECHNOLOGIES, INC.; DDL, INC.
To: ROYAL BANK OF CANADA
Reel/Frame 073180/0930 →
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY ADDRESS PREVIOUSLY RECORDED AT REEL: 043120 FRAME: 0559. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Sep 20, 2017
From: TCP RELIABLE, INC.; TCP RELIABLE MANUFACTURING, INC.; CRYOPAK INDUSTRIES (2007) ULC; CRYOPAK VERIFICATION TECHNOLOGIES, INC.; DDL, INC.; NEXKEMIA PETROCHEMICALS INC.
To: ROYAL BANK OF CANADA
Reel/Frame 043919/0280 →
SECURITY INTEREST Recorded Jul 27, 2017
From: TCP RELIABLE, INC.; TCP RELIABLE MANUFACTURING, INC.; CRYOPAK INDUSTRIES (2007) ULC; CRYOPAK VERIFICATION TECHNOLOGIES, INC.; DDL, INC.; NEXKEMIA PETROCHEMICALS INC.
To: ROYAL BANK OF CANADA
Reel/Frame 043120/0559 →
SECURITY INTEREST Recorded Aug 25, 2016
From: CRYOPAK INDUSTRIES (2007) ULC; NEXKEMIA PETROCHEMICALS INC.; TCP RELIABLE, INC.
To: ROYAL BANK OF CANADA
Reel/Frame 039543/0537 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 26, 2016
From: GIBEAULT, JEAN-PIERRE
To: NEXKEMIA PETROCHEMICALS INC
Reel/Frame 038381/0358 →
Continuity (3)
Continuation 14102731 · Dec 11, 2013
Provisional Application 61765387 · Feb 15, 2013
Related Publication 20150291759A1 · Oct 15, 2015