Nanocomposites containing crystalline polyester and organosilica

Patent metadata

Field	Value
Publication number	US-11773255-B2
Application number	US-202017132120-A
Country	US
Kind code	B2
Filing date	Dec 23, 2020
Priority date	Nov 4, 2016
Publication date	Oct 3, 2023
Grant date	Oct 3, 2023

Abstract

The invention provides a process for preparing core-shell composite particles comprising a polyester, polymerized ethylenically unsaturated silane compounds, and optionally a hydrophobic surface treatment. The invention further provides a composite particle comprising a polyester and a radically polymerized ethylenically unsaturated silane compound.

First claim

The invention claimed is:

1. A composite particle comprising a core comprising an amorphous polyester, a crystalline polyester, or a mixture of an amorphous polyester and a crystalline polyester and a shell comprising a polymer or copolymer of an ethylenically unsaturated alkoxysilane compound, wherein the polymer or copolymer is cross-linked via polymerization of the silane groups of the alkoxysilane compound, wherein fewer than 25 mol % of the carbon in the shell is part of an ethylenically unsaturated group and wherein the polymer or copolymer of the ethylenically unsaturated silane compound is present in an amount of at least 0.1 part, per part of the total amount of polyester, and wherein a proportion of TO and T1 groups as a fraction of total T groups is from 5 to 20% as measured by 29 Si DPMAS NMR spectroscopy.

2. The composite particle of claim 1 , wherein the crystalline polyester has a weight average molecular weight of about 10,000 to about 100,000.

3. The composite particle of claim 1 , wherein the crystalline polyester has an acid number of from about 1 mg KOH/to about 30 mg KOH/g.

4. The composite particle of claim 1 , wherein the amorphous polyester has a weight average molecular weight of about 10,000 to about 50,000.

5. The composite particle of claim 1 , wherein the amorphous polyester has an acid number of from about 5 mg KOH/to about 50 mg KOH/g.

6. The composite particle of claim 1 , wherein the ethylenically unsaturated alkoxysilane compound has a structure R 4 SiR′ m (OR″) n , wherein R 4 is either C2-C4 alkenyl or R 3 C(CH 2 )(CO)OR 2 —, R 3 is either H or C1-C6 alkyl, R 2 is C3-C22 alkylene, and R′ and R″ are independently C1-C6 alkyl, m is an integer of 0-2, and n is an integer of 1-3, wherein m+n=3.

7. The composite particle of claim 6 , wherein the ethylenically unsaturated alkoxysilane compound is (trimethoxysilyl)propyl methacrylate.

8. The composite particle of claim 1 , wherein the surface of the composite particle has been reacted with a hydrophobizing agent.

9. The composite particle of claim 8 , wherein the hydrophobizing agent is a silane, a silazane, a siloxane, or a combination thereof.

10. The composite particle of claim 1 , wherein the composite particle has a volume-median-diameter (d50) of about 10 nm to about 1000 nm.

11. The composite particle of claim 1 , wherein a mass ratio of polyester:ethylenically unsaturated alkoxysilane compound is from 1:0.1 to 1:40.

12. The composite particle of claim 1 , wherein at least a portion of the core of the composite particle has a melting point up to 200° C.

13. A toner comprising toner particles and the composite particle of claim 1 .

14. An inkjet ink comprising the composite particle of claim 1 .

15. A recording medium comprising the composite particle of claim 1 .

16. A powder preparation for selective laser sintering comprising a polymer powder and the composite particle of claim 1 .

17. A method of preparing an encapsulated chemical species, comprising:
removing a polyester phase from the core-shell particles of claim 1 ; and
incubating the resulting shells with the chemical species to be encapsulated.

18. The method of claim 17 , wherein the chemical species is a pharmaceutical composition.

19. The method of claim 17 , further comprising isolating and drying the incubated shells to form a powder of the chemical species encapsulated by the shells.

Assignees

• Cabot Corp

Inventors

• Fomitchev Dmitry
• Tu Hairuo
• Palumbo Paul S
• Kumar Samir

Classifications

• C08L67/02 Primary

  Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence) · CPC title

• B01J13/14

  Polymerisation; cross-linking · CPC title

• B01J13/203

  Exchange of core-forming material by diffusion through the capsule wall · CPC title

• C08L75/06

  from polyesters · CPC title

• C09D5/03

  Powdery paints · CPC title