IP Library Granted Patent US 8,841,460
Granted Patent B2
US 8,841,460 · App. 13/715,979 · Granted Sep 23, 2014

Tunable phenylacetylene hosts

Inventors: Darren W. Johnson (Eugene, OR); Calden Carroll (Eugene, OR); Michael M. Haley (Eugene, OR); Jeff Engle (Eugene, OR)
Assignee: State of Oregon Acting by and Through the State Board of Higher Education on Behalf of the University of Oregon
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Quick Facts
Patent No.
US 8,841,460
App. No.
13/715,979
Granted
Sep 23, 2014
Kind
B2
Abstract

A compound, or a salt thereof, having the formula wherein Y is n is 1 or 2; each R is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl; R 1 is H, lower alkyl or aralkyl; R 2 is selected from H, acyl, aralkyl, phosphonyl, —SO 2 R 3 ; —C(O)R 5 ; —C(O)OR 7 or —C(O)NR 9 R 10 ; R 3 ; R 5 ; R 7 ; R 9 and R 10 independently are selected from H, lower alkyl, aralkyl or aryl; and R 20 is selected from alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl.

Claims (49)

1. A compound, or a salt thereof, having the formula

wherein Y is

n is 1 or 2;

each R is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl;

R 1 is H, lower alkyl or aralkyl;

R 2 is selected from H, acyl, aralkyl, phosphonyl, —SO 2 R 3 ;

—C(O)R 5 ; —C(O)OR 7 or —C(O)NR 9 R 10 ;

R 3 ; R 5 ; R 7 ; R 9 and R 10 independently are selected from H, lower alkyl, aralkyl or aryl; and

R 20 is selected from alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl.

2. A compound, or a salt thereof, having the formula

wherein Y is selected from

n is 1 or 2;

each R is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl;

R 1 is H, lower alkyl or aralkyl;

R 2 is selected from H, acyl, aralkyl, phosphonyl, —SO 2 R 3 ;

—C(O)R 5 ; —C(O)OR 7 or —C(O)NR 9 R 10 ;

R 3 ; R 5 ; R 7 ; R 9 and R 10 independently are selected from H, lower alkyl, aralkyl or aryl.

3. A compound, or a salt thereof, having the formula

wherein Y is

and

R is lower alkyl, substituted lower carboxyl, haloalkyl, or lower alkoxy; X is alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl; and R 20 is selected from alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl.

4. The compound of claim 3 , wherein X is a polyether moiety, a lower alkoxy, a lower alkyl, or halogen.

5. A compound, or a salt thereof, having the formula

wherein Y is

R is lower alkyl, substituted lower carboxyl, haloalkyl, or lower alkoxy; and X is alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl.

6. The compound of claim 5 , wherein X is a polyether moiety, a lower alkoxy, a lower alkyl, or halogen.

7. A compound, or a salt thereof, having the formula

wherein Y represents an optionally substituted aromatic group;

each R is —COOR″ wherein R″ is a lower alkyl; and

X is alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl.

8. The compound of claim 7 , wherein Y is

9. A compound, or a salt thereof, having the formula

wherein Y represents an optionally substituted aromatic group;

each R 15 is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or sulfonyl;

each X is independently halogen; and

m is 5.

10. A compound, or a salt thereof, having the formula

wherein Y represents an optionally substituted aromatic group;

each R 15 is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, aryloxy, cyano, hydroxyl, or;

X is a poly(ethylene oxide) moiety; and

m is 1 to 5.

11. The compound of claim 10 , wherein m is 1.

12. The compound of claim 1 , wherein R 20 is lower alkyl, nitro, amino, or lower alkoxy.

13. The compound of claim 3 , wherein R 20 is lower alkyl, nitro, amino, or lower alkoxy.

14. The compound of claim 2 , wherein R 1 is H and R 2 is —C(O)NR 9 R 10 .

15. The compound of claim 14 , wherein R 10 is a phenyl substituted with a polyether moiety, a lower alkoxy, or a lower alkyl.

16. A compound, or a salt thereof, having the formula

wherein Y represents an optionally substituted aromatic group;

each R is a lower alkyl, X is a para position relative to the position of the —NHC(O)NH— moiety, and X is a polyether moiety.

Assignments (3)
ENTITY CONVERSION Recorded Sep 14, 2023
From: STATE OF OREGON ACTING BY AND THROUGH THE STATE BOARD OF EDUCATION ON BEHALF OF THE UNIVERSITY OF OREGON
To: UNIVERSITY OF OREGON
Reel/Frame 064910/0274 →
CONFIRMATORY LICENSE Recorded Apr 9, 2015
From: UNIVERSITY OF OREGON
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 035398/0976 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 9, 2013
From: JOHNSON, DARREN W.; HALEY, MICHAEL M.; CARROLL, CALDEN; ENGLE, JEFF
To: STATE OF OREGON, ACTING BY AND THROUGH THE STATE BOARD OF HIGHER EDUCATION ON BEHALF OF UNIVERSITY OF OREGON
Reel/Frame 030181/0045 →
Continuity (2)
Provisional Application 61576940 · Dec 16, 2011
Related Publication 20140031559A1 · Jan 30, 2014