IP Library Granted Patent US 7,790,292
Granted Patent B2
US 7,790,292 · App. 11/537,154 · Granted Sep 7, 2010

Polysiloxane copolymers, thermoplastic composition, and articles formed therefrom

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Quick Facts
Patent No.
US 7,790,292
App. No.
11/537,154
Granted
Sep 7, 2010
Kind
B2
Abstract

A polysiloxane copolymer composition comprises: a polysiloxane unit comprising 4 to 50 siloxane units, and a polyester-polycarbonate unit consisting of 50 to 100 mole percent of arylate ester units, less than 50 mole percent aromatic carbonate units, less than 30 mole percent resorcinol carbonate units, and less than 35 mole percent bisphenol carbonate units, wherein the siloxane units are present in the polysiloxane unit in an amount of 0.2 to 10 wt % of the total weight of the polysiloxane copolymer composition, and wherein the polysiloxane copolymer composition has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d). A window article for an aircraft, comprising the polysiloxane copolymer composition, is also disclosed.

Claims (178)

1. A window article comprising:

a frame and a sheet supported by the frame, wherein the sheet comprises

a polysiloxane copolymer composition comprising:

a.) a polysiloxane unit of the formula:

or of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and Ar is a C 6-30 arylene group; and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, wherein m is 5 to 75 and n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the sheet has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

2. The window article of claim 1 , wherein the polysiloxane copolymer consists of the polysiloxane unit and the arylate-containing unit.

3. The window article of claim 1 , wherein the siloxane units are present in an amount of 0.2 to 6 wt % based on the weight of the polysiloxane copolymer composition.

4. The window article of claim 1 , wherein E is 4 to 15.

5. The window article of claim 1 , wherein E is 16 to 50.

6. The window article of claim 1 , wherein the polysiloxane unit is of the formula:

or of the formula:

or of the formula:

or of the formula:

or a combination comprising two or more of the foregoing polysiloxane units, wherein each R is the same or different and is C 1-13 alkyl, or C 6-12 aryl, E is 4 to 50, T is a C 6-20 arylene group; and R 1 in is a C 6-30 arylene group.

7. The window article of claim 1 , wherein the polysiloxane unit is of the formula:

or of the formula

or a combination comprising the foregoing polysiloxane units, wherein each R is the same or different, and is C 1-8 alkyl or C 6-13 aryl; n is 0 or 1; each M is a C 1-3 alkoxy; E is 4 to 50, T is a C 6-20 arylene group; and R 1 is a C 6-30 arylene group.

8. The window article of claim 1 , wherein the sheet has a 2 minute integrated heat release rate of less than or equal to 55 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 55 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

9. The window article of claim 1 , wherein the sheet further comprises an additional polymer not identical to the polysiloxane copolymer composition.

10. The window article of claim 9 , wherein the additional polymer is a polycarbonate homopolymer, a copolycarbonate, a polyarylate, a copolyarylate, polyarylate-polycarbonate, a polysiloxane-polycarbonate, a polysiloxane-polyarylate, a polysiloxane-polyarylate-polycarbonate, or a combination comprising at least one of the foregoing additional polymers.

11. The window article of claim 10 wherein the additional polymer consists essentially of:

50 to 100 mole percent of arylate ester units, and

0 to 50 mole percent aromatic carbonate units.

12. The window article of claim 9 , wherein the additional polymer is present in an amount of greater than 0 to 90 weight percent based on the total weight of polysiloxane copolymer composition and additional polymer.

13. The window article of claim 1 , wherein the polysiloxane copolymer further comprises a flame retardant, wherein the flame retardant is a perfluoroalkyl sulfonate salt, a fluoropolymer encapsulated vinylaromatic copolymer, potassium diphenylsulfone-3-sulfonate, sodium trichlorobenzenesulfonate, or a combination comprising at least one of the foregoing flame retardants.

14. The window article of claim 13 , wherein the flame retardant is present in an amount of greater than 0 to 1 weight percent, based on the total weight of polysiloxane copolymer composition and additional polymer.

15. The window article of claim 1 , wherein the polysiloxane copolymer composition further comprises an additive comprising an impact modifier, a filler, a reinforcing agent, a thermal stabilizer, an antioxidant, a light stabilizer, a gamma-irradiation stabilizer, a plasticizer, a colorant, an antistatic agent, a lubricant, a mold release agent, an anti-drip agent, or a combination comprising one or more of the foregoing additives.

16. The window article of claim 1 , wherein the article is a dust cover for the interior section of an aircraft window.

17. The window article of claim 1 , wherein the sheet further comprises a hard coat.

18. The window article of claim 17 , wherein the hard coat comprises a cured acrylate primer coat disposed on and in at least partial contact with the sheet, and a silica-based hard coat disposed on and in at least partial contact with the cured acrylate primer coat.

19. A window article consisting essentially of:

a frame and a sheet supported by the frame, wherein the sheet consists essentially of:

a polysiloxane copolymer composition consisting essentially of:

a.) a polysiloxane unit comprising siloxane units, wherein

the polysiloxane unit is of the formula:

or of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and Ar is a C 6-30 arylene group; and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75 and n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the sheet has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

20. The window article of claim 19 , further consisting essentially of a flame retardant.

21. The window article of claim 19 , wherein the sheet further consists essentially of an additional polymer, wherein the additional polymer is not identical to the polysiloxane copolymer composition.

22. A window article comprising:

a polysiloxane copolymer composition comprising:

a.) a polysiloxane unit comprising siloxane units, wherein

the polysiloxane unit is of the formula:

or of the formula:

or of the formula:

or of the formula:

or a combination comprising these polysiloxane units, wherein each R is the same or different and is C1-8 alkyl or C6-12 aryl, E is 4 to 50, T is a C6-20 arylene group; and R1 is a C6-30 arylene group, or

the polysiloxane unit is of the formula:

or of the formula

or a combination comprising these polysiloxane units, wherein each R is the same or different, and is C 1-13 alkyl; n is 0 or 1; each M is a C 1-3 alkoxy; E is 4 to 50, T is a C 6-20 arylene group; and R 1 is a C 6-30 arylene group, and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75, n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the window article has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

23. A window article consisting essentially of a frame and a sheet supported by the frame, wherein the sheet consists essentially of:

a.) 50 to 100 percent by weight of a polysiloxane copolymer composition comprising:

i.) a polysiloxane unit comprising siloxane units, wherein

the polysiloxane unit is of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and Ar is a C 6-30 arylene group; and

ii.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75, n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

b.) 0 to 50 percent by weight of an additional polymer not identical to the polysiloxane copolymer composition; and

c.) 0 to 1 percent by weight of a flame retardant,

wherein the weight percentages of each of the polysiloxane copolymer composition, the additional polymer, and the flame retardant are based on the total weight of polysiloxane copolymer composition, additional polymer, and flame retardant,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the sheet has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

24. A window article comprising:

a frame and a sheet supported by the frame, wherein the sheet comprises an OSU compliant layer having a hard coat disposed on a surface of the OSU compliant layer,

wherein the OSU compliant layer comprises a polysiloxane copolymer composition comprising:

a polysiloxane copolymer composition comprising:

a.) a polysiloxane unit of the formula:

or of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and Ar is a C 6-30 arylene group; and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75, n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the sheet has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

25. The window article of claim 24 , wherein the OSU compliant layer has a hard coat disposed on both opposing surfaces of the OSU compliant layer.

26. A window article comprising:

a frame and a sheet supported by the frame, wherein the sheet comprises an OSU compliant layer having a UV blocking layer disposed on both opposing surfaces of the OSU compliant layer, and a hard coat disposed on a surface of each of the UV blocking layers opposite the OSU compliant layer,

wherein the OSU compliant layer comprises a polysiloxane copolymer composition comprising:

a.) a polysiloxane unit of the formula:

or of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and Ar is a C 6-30 arylene group; and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75, n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the sheet has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

27. An aircraft window, comprising:

an outer window,

an inner window,

a dust cover, and

a frame,

wherein the outer window, inner window, and dust cover are secured in the frame such that the inner window is disposed between and is substantially coplanar with each of the dust cover and the outer window; the outer window and inner window are separated by a space; the dust cover and the inner window are separated by a space; and

wherein the dust cover comprises

a polysiloxane copolymer composition comprising

a.) a polysiloxane unit comprising siloxane units, wherein

the polysiloxane unit is of the formula:

or of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, Ar is a C 6-30 arylene group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75, n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the dust cover has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

28. The aircraft window of claim 27 , wherein the dust cover further comprises a hard coat.

29. The aircraft window of claim 27 , further comprising an electrochromic element, wherein the electrochromic element is secured to the frame, and is disposed between and is substantially coplanar with each of the dust cover and the inner window; the inner window and electrochromic element are separated by a space; and the dust cover and the electrochromic element are separated by a space.

30. A plastic mirror, comprising:

a polymer layer,

a hard coat disposed on a surface of the polymer layer, and

a metal layer disposed on a surface of the polymer layer opposite the hard coat,

wherein the polymer layer comprises

a polysiloxane copolymer composition comprising

a.) a polysiloxane unit comprising siloxane units, wherein

the polysiloxane unit is of the formula:

or of the formula:

wherein E is 4 to 50; each R is the same or different and is a C 1-13 monovalent organic group, Ar is a C 6-30 arylene group, and each R 2 is independently a divalent C 1-30 alkylene or C 7-30 arylene-alkylene; and

b.) an arylate-containing unit consisting of:

50 to 100 mole percent of arylate ester units, wherein the arylate ester units are isophthalate-terephthalate-resorcinol ester units of the formula:

less than 50 mole percent aromatic carbonate units, wherein the aromatic carbonate units comprise

less than 30 mole percent resorcinol carbonate units of the formula:

and

less than 35 mole percent bisphenol carbonate units of the formula:

wherein R a , R b , and R f are each independently C 1-12 alkyl or halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; R 1 is derived from resorcinol; p, q, and u are independently 0 to 4, m is 5 to 75, n is 3 to 50, and the sum of the mole percentages of isophthalate-terephthalate-resorcinol ester units, resorcinol carbonate units, and bisphenol carbonate units is 100 mole percent,

wherein the siloxane units of the polysiloxane unit are present in the polysiloxane copolymer composition in an amount of 0.2 to 10 wt % based on the weight of the polysiloxane copolymer composition,

wherein the properties of the polysiloxane composition are such that it can be molded into a test chip having a thickness of 2.0±0.12 millimeters that has a haze of less than or equal to 3%, according to ASTM D1003-00, and

wherein the plastic mirror has a 2 minute integrated heat release rate of less than or equal to 65 kilowatt-minutes per square meter (kW-min/m 2 ) and a peak heat release rate of less than 65 kilowatts per square meter (kW/m 2 ) as measured using the method of FAR F25.4, in accordance with Federal Aviation Regulation FAR 25.853 (d).

31. The plastic mirror of claim 30 , wherein the plastic mirror further comprises a protective coat disposed on a surface of the metal layer opposite the polymer layer.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CHANGE OF NAME Recorded Jun 12, 2017
From: SABIC INNOVATIVE PLASTICS IP B.V
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 042768/0323 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →