IP Library Granted Patent US 11,008,350
Granted Patent B2
US 11,008,350 · App. 16/550,920 · Granted May 18, 2021

Functionalized F-POSS materials as additives to polymers

Inventors: Cheng Diao (Auburndale, MA); Esra Altinok (Medford, MA); Bong June Zhang (Chestnut Hill, MA); Perry L. Catchings, Sr. (Roxbury, MA)
Assignee: NBD NANOTECHNOLOGIES, INC.
C07F7/1804C07F7/21C08K5/549
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Quick Facts
Patent No.
US 11,008,350
App. No.
16/550,920
Granted
May 18, 2021
Kind
B2
Abstract

Functionalized fluoro polyhedral oligomeric silsesquioxane (F-POSS) materials as additives to improve liquid repellence of various polymers, the additive including at least one functionalized F-POSS material, wherein the functional group is at least one material selected from the group consisting of amines, isocyanates, epoxies, carboxylic acids, and esters.

Claims (19)

1. A polymer formulation, comprising:

a) at least one polymer; and

b) an additive comprising at least one functionalized F-POSS material,

wherein the functionalized F-POSS material is of Formula 1:

wherein R is either R f or R f ′,

wherein R f is —(CH 2 ) n —(CF 2 ) q —CF 3 where n is between 0 and 5, and where q is between 0 and 15,

wherein R f ′ is —(CH 2 ) m —X, where m is between 0 and 15, and

wherein X is a group selected from the group consisting of —NH 2 (either primary, secondary or tertiary amines), —NCO, —COOH, epoxy, —OH, —S—CN, —(C 6 H 5 ), —N(CH 2 ) 3 + Cl − , halogen, —SH, cyano, alkoxy, aryloxy, N-carbamyl, thiocarbamyl, amido, sulfinyl, sulfonyl, sulfonamido, alkylthio, arylthio, heterocyclic, heteroaryl, heterocycloalkyl, quaternary ammonium, cycloalkyl, carbonyl, oxo, nitro, alkenyl, and alkynyl groups, and

wherein the ratio of Rf:Rf′ is either 6:2, 5:3, 4:4, 3:5, 2:6 or 1:7.

2. The polymer formulation of claim 1 , wherein the at least one polymer material is selected from the group consisting of polyurethanes, polyamides, polyacrylates, polyolefins, polyesters, polyethers, fluorinated polymers, and polystyrenes.

3. The polymer formulation of claim 1 , wherein X is —NH 2 .

4. The polymer formulation of claim 3 , where the at least one polymer material is a polyurethane.

5. The polymer formulation of claim 1 , wherein R f is —(CH 2 ) n —(CF 2 ) q —CF 3 and where n is 2.

6. The polymer formulation of claim 1 , wherein R f is —(CH 2 ) n —(CF 2 ) q —CF 3 and where q is either 6 or 8.

7. The polymer formulation of claim 1 , wherein R f ′ is propyl amine.

8. The polymer formulation of claim 7 , where the at least one polymer material is a polyurethane.

9. The polymer formulation of claim 7 , where the at least one polymer material is a thermoplastic polyurethane (TPU).

10. The polymer formulation of claim 7 , wherein R f is —(CH 2 ) n —(CF 2 ) q —CF 3 and where n is 2.

11. The polymer formulation of claim 7 , wherein R f is —(CH 2 ) n —(CF 2 ) q —CF 3 and where q is either 6 or 8.

Assignments (3)
CORRECTIVE ASSIGNMENT TO REMOVE U.S. PATENT NOS. 10,525,504 AND U.S. PATENT APPLICATION NO. 14/268,757 PREVIOUSLY RECORDED AT REEL: 065406 FRAME: 0320. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 13, 2025
From: NBD NANOTECHNOLOGIES INC.
To: HENKEL AG & CO. KGAA
Reel/Frame 070510/0967 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2023
From: NBD NANOTECHNOLOGIES INC.
To: HENKEL AG & CO. KGAA
Reel/Frame 065406/0320 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 15, 2021
From: DIAO, CHENG; ALTINOK, ESRA; ZHANG, BONG JUNE; CATCHINGS, PERRY L., SR.
To: NBD NANOTECHNOLOGIES, INC.
Reel/Frame 055011/0227 →
Continuity (3)
Division 15471740 · Mar 28, 2017
Provisional Application 62313948 · Mar 28, 2016
Related Publication 20190389886A1 · Dec 26, 2019
Cited By (1)
US 12,672,476