IP Library Granted Patent US 9,422,418
Granted Patent B2
US 9,422,418 · App. 13/498,759 · Granted Aug 23, 2016

Acetylated monoglyceride of 12-hydroxystearic acid and blends with epoxidized fatty acid esters

Inventors: Bharat I. Chaudhary (Princeton, NJ); Klaus Schiller (Halle, DE); Michael Meerbote (Gutenberg, DE)
Assignee: Dow Global Technologies LLC
C08K5/103C08K5/1515H01B3/443Y10T428/31699
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Quick Facts
Patent No.
US 9,422,418
App. No.
13/498,759
Granted
Aug 23, 2016
Kind
B2
Abstract

The present disclosure is directed to plasticizer compositions. A composition is provided which includes a castor-free acetylated glyceride of 12-hydroxystearic acid (AGHA) having a hydroxyl number from 0 to less than 15. The castor-free AGHA finds application in coatings for wire and cable.

Claims (33)

1. A coated conductor comprising:

a conductor; and

a coating on the metal conductor, the coating comprising a phthalate-free polymeric composition comprising

(A) a single polymeric resin consisting of a polyvinyl chloride and

(B) a plasticizer composition comprising

(i) from 30 wt % to 99 wt % of a castor-free primary plasticizer comprising acetylated monoglyceride of 12-hydroxystearic acid (AMHA), acetylated diglyceride of 12-hydroxystearic acid (ATHA), acetylated triglyceride of 12-hydroxystearic acid (ATHA), triacetin, and glycerol, the primary plasticizer having a hydroxyl number from 0 to less than 15 as measured in accordance with DIN 53240 and a temperature of 5% mass loss from 150° C. to 190° C. determined using TG/DTA 220; and

(ii) from 70 wt % to 1 wt % of a second plasticizer based on total weight of the plasticizer composition comprising an epoxidized fatty acid ester;

wherein the polymeric composition has a tensile elongation retention greater than 20% after 168 hours heat aging at 136° C. as measured on dog bones cut from 30 mil thick plaques in accordance with ASTM D638.

2. The coated conductor of claim 1 , wherein the primary plasticizer comprises from 0.5 wt % to 30 wt % triacetin.

3. The coated conductor of claim 1 , wherein the epoxidized fatty acid ester is selected from the group consisting of epoxidized natural seed oil, epoxidized propylene glycol dioleate, epoxidized fatty acid methyl esters, epoxidized derivatives of each of the foregoing, and combinations thereof.

4. The coated conductor of claim 3 , wherein the epoxidized fatty acid ester is epoxidized soybean oil.

5. The coated conductor of claim 1 , wherein the plasticizer composition comprises greater than 50 wt % AMHA.

6. The coated conductor of claim 1 wherein the plasticizer composition is void of glyceride having a fatty acid selected from the group consisting of ricinoleic acid, oleic acid, linoleic acid, linolenic acid, stearic acid, palmitic acid, eicosanoic acid, gadoleic acid, arachidic acid, and combinations thereof.

7. The coated conductor of claim 1 , wherein the polymeric composition has a tensile strength retention from 70% to 150% after 168 hours heat aging at 136° C. as measured on dog bones cut from 30 mil thick plaques in accordance with ASTM D638.

8. The coated conductor of claim 1 , wherein the primary plasticizer has a hydroxyl number of 0 as measured in accordance with DIN 53240.

9. The coated conductor of claim 1 , wherein the plasticizer composition comprises 50 wt % of the primary plasticizer and 50 wt % of the epoxidized fatty acid ester.

10. The coated conductor of claim 1 , wherein the plasticizer composition comprises 87 wt % of the primary plasticizer and 13 wt % of the epoxidized fatty acid ester.

11. The coated conductor of claim 1 , wherein the polymeric composition further comprises a filler, an antioxidant, and a heat stabilizer.

12. The coated conductor of claim 11 , wherein the polymeric composition comprises from 0.01 wt % to 5 wt % antioxidant and from 0.1 wt % to 10 wt % heat stabilizer, based on the total weight of the polymeric composition.

13. The coated conductor of claim 1 , wherein the coating has a thickness from 0.010 inches to 0.200 inches.

14. The coated conductor of claim 1 wherein the primary plasticizer comprises tin octanoate.

15. A coated conductor comprising:

a conductor; and

a coating on the metal conductor, the coating comprising a phthalate-free polymeric composition comprising

(A) from 40 wt % to 80 wt % of a single polymeric resin consisting of a polyvinyl chloride; and

(B) from 60 wt % to 20 wt % of a castor-free plasticizer composition comprising

(i) from 30 wt % to 99 wt %, based on total weight of the plasticizer composition, of a primary plasticizer comprising acetylated monoglyceride of 12-hydroxystearic acid (AMHA), acetylated diglyceride of 12-hydroxystearic acid (ADHA), acetylated triglyceride of 12-hydroxystearic acid (AMTA), triacetin, and glycerol, the primary plasticizer having a hydroxyl number of 0 as measured in accordance with DIN 53240 and a temperature of 5% mass loss from 150° C. to 190° C. determined using TG/DTA 220; and

(ii) from 70 wt % to 1 wt % of a second plasticizer, based on total weight of the plasticizer composition, consisting of epoxidized soybean oil;

wherein the polymeric composition has a tensile elongation retention greater than 40% after 168 hours heat aging at 136° C. as measured on dog bones cut from 30 mil thick plaques in accordance with ASTM D638.

16. The coated conductor of claim 15 wherein the primary plasticizer consists of acetylated monoglyceride of 12-hydroxystearic acid (AMHA), acetylated diglyceride of 12-hydroxystearic acid (ADHA), acetylated triglyceride of 12-hydroxystearic acid (AMTA), triacetin, and glycerol.

17. The coated conductor of claim 16 wherein the plasticizer composition comprises a filler.

18. The coated conductor of claim 17 wherein the coating exhibits no spew after 7 days at 136° C.

19. The coated conductor of claim 15 wherein the primary plasticizer comprises tin octanoate.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2016
From: SCHILLER, KLAUS; MEERBOTE, MICHAEL
To: DOW OLEFINVERBUND GMBH
Reel/Frame 039164/0627 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2016
From: DOW OLEFINVEREBUND GMBH
To: TH DOW CHEMICAL COMPANY
Reel/Frame 039164/0722 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2016
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 039164/0774 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2016
From: CHAUDHARY, BHARAT I.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 039165/0065 →
CHANGE OF NAME Recorded Jul 15, 2016
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 039360/0224 →
Continuity (3)
Provisional Application 61247427 · Sep 30, 2009
Provisional Application 61288713 · Dec 21, 2009
Related Publication 20120276398A1 · Nov 1, 2012