IP Library Granted Patent US 9,534,116
Granted Patent B2
US 9,534,116 · App. 14/435,332 · Granted Jan 3, 2017

Flame retardant polylactic acid compounds

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Quick Facts
Patent No.
US 9,534,116
App. No.
14/435,332
Granted
Jan 3, 2017
Kind
B2
Abstract

A significant disadvantage of the use of polylactic acid (PLA), lack of flame retardance, has been overcome by the use of specific combinations of either polycarbonate or polyphosphonate-co-carbonate in combination with non-halogenated flame retardants of polyphosphazene or phosphate ester such as resorcinol bis (diphenyl phosphate) or metal hypophosphite, a drip suppressant, and optionally an inorganic synergist of either zinc borate or talc or both and optionally other ingredients. The compound achieves a UL 94 rating of V-0 or V-1 at 1.6 mm.

Claims (43)

1. A heat resistant, flame retardant polylactic acid compound, consisting of:

(a) from about 30 to about 39 weight percent, by weight of the compound, of polylactic acid;

(b) a carbonate polymer selected from the group consisting of

(i) polycarbonate,

(ii) polyphosphonate-co-carbonate, and

(iii) a combination of them;

(c) a non-halogenated flame retardant selected from the group consisting of polyphosphates, phosphinates, polyphosphonates, phosphonates, phosphates, polyphosphonites, phosphonite salts, hypophosphite, hypophosphinite, phosphonite, phosphite, phosphorus oxide, phosphoramide, phosphoramidate, phosphorus nitrile, phospham, phosphoryl nitrile, phosphorus nitride amide, imidophosphazene, polyphosphazene, phosphazene, phosphorus oxynitride, organophosphates, red phosphorus, and combinations thereof;

(d) a fluoropolymer drip suppressant;

(e) optionally, an inorganic synergist selected from the group consisting of zinc borate, talc, and a combination of them;

(f) optionally, a core/shell siloxane/(meth)acrylate copolymer impact modifier;

(g) optionally, a oligomeric chain extender; and

(h) optionally, one or more other additives selected from the group consisting of adhesion promoters; anti-fogging agents; anti-static agents; biocides; bonding, blowing and foaming agents; dispersants; initiators; lubricants; pigments, colorants and dyes; plasticizers; processing aids; release agents; slip and anti-blocking agents; stearates; ultraviolet light absorbers; viscosity regulators; waxes; and combinations of them;

wherein the compound when molded into a plastic article has a UL 94 rating of V-0 when tested at a 3.2 mm thickness.

2. The compound of claim 1 , wherein the polyphosphonate-co-carbonate is formed from at least one phosphonate oligomer or polyphosphonate block covalently linked to polycarbonate, wherein the covalent linkages are between the at least one phosphonate oligomer or polyphosphonate and the polycarbonate to provide a copolymer having a single glass transition temperature (Tg); and wherein the polyphosphonate-co-carbonate has a weight average molecular weight ranging from about 30,000 to about 50,000.

3. The compound of claim 2 , wherein the phosphonate oligomer or polyphosphonate block has the structure of

4. The compound of claim 3 , wherein the polyphosphonate-co-carbonate is a blend of two different polyphosphonate-co-carbonates.

5. The compound of claim 1 , wherein if the blended compound is essentially dried before shaping into a plastic article, then the blended compound after shaping into the plastic article has a heat deflection temperature of at least 60° C. at 66 pounds per square inch using the protocol of ASTM D648.

6. The compound of claim 1 , wherein the polylactic acid comprises poly-D-lactide, poly-L-lactide, or a combination of both.

7. The compound of claim 1 , wherein the oligomeric chain extender is present in the compound from about 0.25 to about 2 weight percent.

8. The compound of claim 1 , wherein the impact modifier is present.

9. The compound of claim 1 , wherein the drip suppressant is polytetrafluoroethylene.

10. The compound of claim 1 , wherein the non-halogenated flame retardant is an organophosphate, and the organophosphate is resorcinol bis (diphenyl phosphate).

11. A plastic article shaped from the compound of claim 1 .

12. The article of claim 11 , wherein the article is molded or extruded and wherein the article is shaped for use in transportation, appliance, electronics, building and construction, packaging, or consumer markets.

13. The article of claim 10 , wherein the article has a heat deflection temperature increase of at least 5° C. more than the heat deflection temperature of a plastic article made of polylactic acid alone, when both are measured at 66 pounds per square inch using the protocol of ASTM D648.

14. The article of claim 13 , wherein the article has a UL 94 rating of V-0 or V-1 when tested at a 1.6 mm thickness.

15. The compound of claim 1 , wherein the optional inorganic synergist is present and is:

(a) zinc borate, and wherein (i) the carbonate polymer is polycarbonate, the non-halogenated flame retardant is present in an amount of more than 10 weight percent by weight of the compound, and the oligomeric chain extender is present; or (ii) the carbonate polymer is polyphosphonate-co-carbonate and the non-halogenated flame retardant is present in an amount of 10 weight percent or less by weight of the compound; or

(b) talc, and wherein the carbonate polymer is polycarbonate, the non-halogenated flame retardant comprises a combination of polyphosphazene and an organophosphate that is a bisphosphate ester, and the non-halogenated flame retardant is present in an amount of more than 10 weight percent by weight of the compound; or

(c) a combination of zinc borate and talc, and wherein the carbonate polymer is polycarbonate, the non-halogenated flame retardant is present in an amount of more than 10 weight percent by weight of the compound, and the oligomeric chain extender is absent from the compound.

16. The compound of claim 1 , wherein the optional inorganic synergist is not present, and wherein the carbonate polymer is polyphosphonate-co-carbonate, the non-halogenated flame retardant is polyphosphazene and is present in an amount of 10 weight percent or less by weight of the compound, and the compound when molded into a plastic article has a UL 94 rating of V-0 when tested at a 0.8 mm thickness.

17. A heat resistant, flame retardant polylactic acid compound, consisting of:

(a) from about 30 to about 39 weight percent, by weight of the compound, of polylactic acid;

(b) a carbonate polymer selected from the group consisting of

(i) polycarbonate,

(ii) polyphosphonate-co-carbonate, and

(iii) a combination of them;

(c) a non-halogenated flame retardant selected from the group consisting of polyphosphates, phosphinates, polyphosphonates, phosphonates, phosphates, polyphosphonites, phosphonite salts, hypophosphite, hypophosphinite, phosphonite, phosphite, phosphorus oxide, phosphoramide, phosphoramidate, phosphorus nitrile, phospham, phosphoryl nitrile, phosphorus nitride amide, imidophosphazene, polyphosphazene, phosphazene, phosphorus oxynitride, organophosphates, red phosphorus, and combinations thereof;

(d) a fluoropolymer drip suppressant;

(e) optionally, an inorganic synergist selected from the group consisting of zinc borate, talc, and a combination of them;

(f) optionally, a oligomeric chain extender; and

(g) optionally, one or more other additives selected from the group consisting of adhesion promoters; anti-fogging agents; anti-static agents; biocides; bonding, blowing and foaming agents; dispersants; initiators; lubricants; pigments, colorants and dyes; plasticizers; processing aids; release agents; slip and anti-blocking agents; stearates; ultraviolet light absorbers; viscosity regulators; waxes; and combinations of them;

wherein the compound when molded into a plastic article has a UL 94 rating of V-0 when tested at a 3.2 mm thickness.

Assignments (7)
RELEASE OF SECURITY INTERESTS IN PATENTS RECORDED AT REEL 037101, FRAME 0448. Recorded Jun 24, 2025
From: WELLS FARGO CAPITAL FINANCE, LLC, AS ADMINISTRATIVE AGENT
To: AVIENT CORPORATION (F/K/A POLYONE CORPORATION); COLORMATRIX HOLDINGS, INC.
Reel/Frame 071730/0746 →
RELEASE OF SECURITY INTEREST IN PATENTS AT REEL/FRAME 037113/0144 Recorded Mar 23, 2018
From: U.S. BANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: POLYONE CORPORATION; COLORMATRIX HOLDINGS, INC.
Reel/Frame 045680/0342 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT APPLICATION NUMBER 14/501,050 PREVIOUSLY RECORDED ON REEL 037101 FRAME 0448. ASSIGNOR(S) HEREBY CONFIRMS THE PATENT SECURITY AGREEMENT. Recorded Jan 27, 2016
From: POLYONE CORPORATION; COLORMATRIX HOLDINGS, INC.; POLYONE DESIGNED STRUCTURES AND SOLUTIONS LLC
To: WELLS FARGO CAPITAL FINANCE, LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 037603/0208 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT APPL. NO. 14/501,050 PREVIOUSLY RECORDED AT REEL: 037113 FRAME: 0144. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT. Recorded Jan 7, 2016
From: POLYONE CORPORATION; COLORMATRIX HOLDINGS, INC.; POLYONE DESIGNED STRUCTURES AND SOLUTIONS LLC
To: U.S. BANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 037508/0012 →
SECURITY AGREEMENT Recorded Nov 19, 2015
From: POLYONE CORPORATION; COLORMATRIX GROUP, INC.; COLORMATRIX HOLDINGS, INC.; THE COLORMATRIX CORPORATION; GAYSON SILICONE DISPERSIONS, INC.; POLYONE DESIGNED STRUCTURES AND SOLUTIONS LLC
To: CITIBANK, N.A,, AS ADMINISTRATIVE AGENT
Reel/Frame 037146/0724 →
PATENT SECURITY AGREEMENT Recorded Nov 16, 2015
From: POLYONE CORPORATION; COLORMATRIX HOLDINGS, INC.; POLYONE DESIGNED STRUCTURES AND SOLUTIONS LLC
To: U.S. BANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 037113/0144 →
SECURITY INTEREST Recorded Nov 12, 2015
From: POLYONE CORPORATION; COLORMATRIX HOLDINGS, INC.; POLYONE DESIGNED STRUCTURES AND SOLUTIONS LLC
To: WELLS FARGO CAPITAL FINANCE, LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 037101/0448 →