IP Library Granted Patent US 10,800,966
Granted Patent B2
US 10,800,966 · App. 15/493,846 · Granted Oct 13, 2020

Organic scintillators derived from pyrazoline

Inventors: Valery N. Bliznyuk (Clemson, SC); Ayman F. Seliman (Clemson, SC); Timothy A. DeVol (Clemson, SC); Nadezhda A. Derevyanko (Kiev, UA); Alexander A. Ishchenko (Kiev, UA)
Assignees: Clemson University Research Foundation; Institute of Organic Chemistry, National Academy of Science of Ukraine
C09K11/025C07D231/06C09K11/06C09K2211/1007C09K2211/1014C09K2211/1044
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Quick Facts
Patent No.
US 10,800,966
App. No.
15/493,846
Granted
Oct 13, 2020
Kind
B2
Abstract

Pyrazoline-based fluorophores and plastic scintillators incorporating the fluorophores are described. The fluorophores include 1,3,5-triaryl substituted pyrazolines. A fluorophore of a plastic scintillator can be a 1-phenyl-4,5-1H-dihydroyrazole having the structure: in which R 1 and R 2 are independently selected from a heteroaryl group including one or more of an oxygen, selenium or sulfur atom in the ring; an aryl halide group; or a phenyl alkyl including a C1 to C18 saturated or unsaturated alkyl that optionally includes a reactive functionality.

Claims (16)

1. A plastic scintillator comprising a polymeric matrix and a 1,3,5-triaryl substituted pyrazoline incorporated in the polymeric matrix, wherein the 1,3,5-triaryl substituted pyrazoline is bonded to a chain of a polymer of the polymeric matrix via reaction of a reactive functional group of the pyrazoline with a reactive group of the polymer or via reaction of a bifunctional crosslinking agent with a reactive functional group of the pyrazoline and with a reactive group of the polymer.

2. The plastic scintillator of claim 1 , wherein the 1,3,5,-triaryl substituted pyrazoline has the following structure:

in which

R 1 and R 2 are independently selected from a heteroaryl group including one or more of an oxygen, selenium, or sulfur atom in the ring; an aryl halide group; or a phenyl alkyl including a C1 to C18 saturated or unsaturated alkyl that optionally includes a reactive functional group.

3. The plastic scintillator of claim 1 , wherein the 1,3,5-triaryl pyrazoline has the following structure:

in which R 4 and R 5 are independently selected from sulfur, selenium and oxygen.

4. The plastic scintillator of claim 3 , wherein R 4 is sulfur and R 5 is oxygen.

5. The plastic scintillator of claim 1 , wherein the 1,3,5-triaryl substituted pyrazoline has the following structure:

in which R 3 is an aryl halide group or a phenyl alkyl including a C1 to C18 saturated or unsaturated alkyl that optionally includes a reactive functional group.

6. The plastic scintillator of claim 5 , wherein R 3 is an aryl bromide or an aryl fluoride.

7. The plastic scintillator of claim 6 , wherein the scintillator has the following structure:

8. The plastic scintillator of claim 1 , wherein the 1,3,4-triaryl substituted pyrazoline has been copolymerized with a monomer via chain polymerization or step polymerization.

9. The plastic scintillator of claim 1 , wherein the polymeric matrix comprises a polystyrene.

10. The plastic scintillator of claim 1 , wherein the polymeric matrix comprises a polyvinyltoluene or a polyvinylcarbazole.

11. The plastic scintillator of claim 1 , further comprising a second fluorophore.

12. The plastic scintillator of claim 1 , wherein the plastic scintillator is free of any secondary fluorophores.

Assignments (5)
CONFIRMATORY LICENSE Recorded Jul 11, 2017
From: CLEMSON UNIVERSITY
To: DEFENSE THREAT REDUCTION AGENCY, US DOD
Reel/Frame 043152/0242 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 13, 2017
From: CLEMSON UNIVERSITY
To: CLEMSON UNIVERSITY RESEARCH FOUNDATION
Reel/Frame 042694/0173 →
CORRECTIVE ASSIGNMENT TO CORRECT THE APPLICATION NUMBER 15496846 PREVIOUSLY RECORDED ON REEL 042161 FRAME 0724. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded May 1, 2017
From: DEREVYANKO, NADEZHDA A.; ISHCHENKO, ALEXANDER A.
To: INSTITUTE OF ORGANIC CHEMISTRY, NATIONAL ACADEMY OF SCIENCE OF UKRAINE
Reel/Frame 042420/0535 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2017
From: BLIZNYUK, VALERY N.; SELIMAN, AYMAN F.; DEVOL, TIMOTHY A.
To: CLEMSON UNIVERSITY
Reel/Frame 042161/0657 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2017
From: DEREVYANKO, NADEZHDA A.; ISHCHENKO, ALEXANDER A.
To: INSTITUTE OF ORGANIC CHEMISTRY, NATIONAL ACADEMEY OF SCIENCE OF UKRAINE
Reel/Frame 042161/0724 →
Continuity (2)
Provisional Application 62326391 · Apr 22, 2016
Related Publication 20170306220A1 · Oct 26, 2017