Device for detecting hydrosulfide

Patent metadata

Field	Value
Publication number	US-12085552-B2
Application number	US-202117536994-A
Country	US
Kind code	B2
Filing date	Nov 29, 2021
Priority date	Jun 3, 2016
Publication date	Sep 10, 2024
Grant date	Sep 10, 2024

Abstract

A device that includes a polymeric layer, wherein the polymeric layer comprises (A) a polymer and, incorporated within the polymeric layer, (B) a compound, or a protonate or salt thereof, wherein the compound, or a protonate or salt thereof, has a structure that includes at least one moiety configured for reversible, non-covalent binding of the anionic sulfide species.

First claim

What is claimed is:

1. A device comprising:
a source;
a drain;
a gate;
a bulk layer, wherein the source contacts a first portion of the bulk, and the drain contacts a second portion of the bulk that is physically distinct from the first portion and the gate is disposed on a surface of the bulk in a position between the source and the drain forming a gate/bulk interface; and
a polymeric layer disposed on a surface of the gate that opposes the gate/bulk interface, wherein the polymeric layer comprises a (A) polymer and, incorporated within the polymeric layer,
(B)(i) a compound, or a protonate or salt thereof, having a structure represented by:

wherein Y represents an aromatic group or a substituted aromatic group;
n is 1 or 2;
R is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, amido, aryloxy, cyano, hydroxyl, or sulfonyl;
R 1 is H, substituted lower alkyl, lower alkyl, substituted aralkyl or aralkyl;
R 2 is selected from H, acyl, substituted aralkyl, 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 are each independently selected from H, substituted lower alkyl, lower alkyl, substituted aralkyl, aralkyl, substituted aryl or aryl; or
(B)(ii) a compound, or a protonate or salt thereof, having a structure represented by:

wherein Y represents a substituted aromatic group or an 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, amido, aryloxy, cyano, hydroxyl, or sulfonyl;
each X is independently halogen, alkoxy, substituted alkoxy, alkyl, substituted alkyl or a polyether moiety; and
m is 0 to 5.

2. The device of claim 1 , wherein Y is

wherein R 50 , R 51 , R 52 , R 53 , R 54 and R 55 are each independently selected from hydrogen, 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.

3. The device of claim 1 , wherein the polymer is selected from at least one of a polyvinyl chloride, polyvinyl alcohol, polystyrene, butadiene copolymer, polysiloxane, epoxy acrylate, methacrylate, urethane acrylate, polyacrylamide, or a combination thereof.

4. The device of claim 1 , wherein the polymeric layer further incorporates at least one ionophore.

5. The device of claim 1 , wherein the polymeric layer further incorporates at least one 5etraalkylammonium salt.

6. The device of claim 1 , wherein (B)(i) or (B)(ii) is present in the polymeric layer in an amount of 0.1 to 5% by weight, based on the total weight of the polymeric element.

7. The device of claim 1 , wherein (B)(i) is incorporated within the polymeric layer.

8. The device of claim 1 , wherein (B)(ii) is incorporated within the polymeric layer.

9. A device comprising:
a source;
a drain;
a gate;
a bulk layer, wherein the source contacts a first portion of the bulk, and the drain contacts a second portion of the bulk that is physically distinct from the first portion and the gate is disposed on a surface of the bulk in a position between the source and the drain forming a gate/bulk interface; and
a polymeric element disposed on a surface of the gate that opposes the gate/bulk interface, wherein the polymeric element comprises a (A) polymer and
(B)(i) a compound, or a protonate or salt thereof, having a structure represented by:

wherein Y is

wherein R 50 , R 51 , R 52 , R 53 , R 54 and R 55 are each independently selected from hydrogen, 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;
n is 1 or 2;
R is independently H, alkyl, substituted alkyl, a polyether moiety, carboxyl, substituted carboxyl, carbamate, substituted carbonate, carbonyloxy, alkoxy, substituted alkoxy, haloalkyl, halogen, nitro, amino, amido, aryloxy, cyano, hydroxyl, or sulfonyl;
R 1 is H, substituted lower alkyl, lower alkyl, substituted aralkyl or aralkyl;
R 2 is selected from H, acyl, substituted aralkyl, 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 are each independently selected from H, substituted lower alkyl, lower alkyl, substituted aralkyl, aralkyl, substituted aryl or aryl; or
(B)(ii) a compound, or a protonate or salt thereof, having a structure represented by:

wherein Y is

wherein R 50 , R 51 , R 52 , R 53 , R 54 and R 55 are each independently selected from hydrogen, 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 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, amido, aryloxy, cyano, hydroxyl, or sulfonyl;
each X is independently halogen, alkoxy, substituted alkoxy, alkyl, substituted alkyl or a polyether moiety; and
m is 0 to 5.

10. The device of claim 9 , wherein the polymer is selected from at least one of a polyvinyl chloride, polyvinyl alcohol, polystyrene, butadiene copolymer, polysiloxane, epoxy acrylate, methacrylate, urethane acrylate, polyacrylamide, or a combination thereof.

11. The device of claim 10 , wherein the polymeric element further comprises at least one ionophore.

12. The device of claim 9 , wherein the polymeric element further comprises at least one 7etraalkylammonium salt.

13. The device of claim 9 , wherein (B)(i) or (B)(ii) is present in the polymeric element in an amount of 0.1 to 5% by weight, based on the total weight of the polymeric element.

14. The device of claim 9 , wherein the polymeric element comprises (B)(i).

15. The device of claim 9 , wherein the polymeric element comprises (B)(ii).

Assignees

• Univ Oregon

Inventors

• Haley Michael M
• Pluth Michael
• Johnson Darren W
• Fontenot Sean

Classifications

• C07C275/28

  having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton · CPC title

• G01N27/414

  Ion-sensitive or chemical field-effect transistors, i.e. ISFETS or CHEMFETS · CPC title

• Y10T436/184

  Only hydrogen sulfide · CPC title

• Y10T436/156666

  Sulfur containing · CPC title

• C07D213/40

  Acylated substituent nitrogen atom · CPC title