IP Library › Granted Patent US 12,313,546
Granted Patent B2
US 12,313,546 · App. 16/942,232 · Granted May 27, 2025

Sensing devices and chemosensors and compositions relating thereto

Inventors: Mordechai Kornbluth (Brighton, MA); Kaushal Sagar (Singapore, SG)
Assignee: Robert Bosch GmbH
G01N21/643C09K11/07G01N33/1813C09K2211/1037
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Quick Facts
Patent No.
US 12,313,546
App. No.
16/942,232
Granted
May 27, 2025
Kind
B2
Abstract

A composition includes a 1,8-naphthalimide fluorophore, a spacer bound to the 1,8-naphthalimide fluorophore and a thiazole-based receptor having an unsaturated heterocycle ring bound to the spacer. The composition may be employed as a chemosensor configured to capture an ion in a fluid medium. The chemosensor may further be incorporated into a sensing device configured to detect the ion and calculate a concentration of the ion in the fluid medium.

Claims (30)

1. A compound comprising:

a 1,8-naphthalimide fluorophore;

a spacer bound to the 1,8-naphthalimide fluorophore, the spacer being —CH 2 —NH—; and

a thiazole-based receptor bound to the spacer.

2. The compound of claim 1 , wherein the thiazole-based receptor includes at least two electronegative atoms.

3. The compound of claim 1 , wherein the compound includes electronegative atoms facilitating a capture of Pb 2+ ion from a fluid.

4. The compound of claim 1 , further comprising a sulfur-based anchor bound to the 1,8-naphthalimide fluorophore.

5. The compound of claim 1 , wherein the thiazole-based receptor has a moiety sidechain that is a piperidinyl group or a sulfur-containing group.

6. A compound comprising:

a 1,8-naphthalimide fluorophore;

a spacer bound to the 1,8-naphthalimide fluorophore, the spacer being —CH(R)—NH—, wherein R is CH 3 ; and

a thiazole-based receptor bound to the spacer, the thiazole-based receptor having a moiety sidechain that is dimethylamine.

7. A chemosensor configured to capture an ion in a fluid medium, the chemosensor comprising:

a 1,8-naphthalimide fluorophore;

a spacer bound to the 1,8-naphthalimide fluorophore, the spacer being —CH 2 —NH—; and

a thiazole-based receptor bound to the spacer,

the chemosensor including at least two electronegative atoms facilitating capture of the ion from fluid medium.

8. The chemosensor of claim 7 , wherein the ion is Pb 2+ ion.

9. The chemosensor of claim 7 , further comprising a sulfur-based anchor bound to the 1,8-naphthalimide fluorophore.

10. The chemosensor of claim 7 , wherein the thiazole-based receptor has a moiety sidechain that is a piperidinyl group or a sulfur-containing group.

11. A sensing device comprising:

a chemosensor configured to capture an ion in a fluid medium and to generate a signal in response to capturing the ion, the chemosensor including:

a 1,8-naphthalimide fluorophore;

a spacer bound to the 1,8-naphthalimide fluorophore, the spacer being —CH 2 —NH—; and

a thiazole-based receptor bound to the spacer, the spacer and the thiazole-based receptor configured to capture the ion to generate the signal.

12. The sensing device of claim 11 , wherein the thiazole-based receptor includes at least two electronegative atoms.

13. The sensing device of claim 11 , further comprising a sulfur-based anchor bound to the 1,8-naphthalimide fluorophore and configured to link the chemosensor to cellulose microparticles.

14. The sensing device of claim 13 , wherein the cellulose microparticles are embedded in a hydrogel.

15. The sensing device of claim 11 , wherein the ion is Pb 2+ ion.

16. The sensing device of claim 11 , wherein the thiazole-based receptor has a moiety sidechain that is a piperidinyl group or a sulfur-containing group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2020
From: KORNBLUTH, MORDECHAI; SAGAR, KAUSHAL
To: ROBERT BOSCH GMBH
Reel/Frame 053345/0201 →
Continuity (1)
Related Publication 20220034808A1 · Feb 3, 2022
References Cited (17)
US 11193891B2 · Kornbluth · 2021 [cited by examiner]
US 20120156793A1 · Higgs · 2012 [cited by applicant]
US 20200158735A1 · Fahrni · 2020 [cited by examiner]
CN 103641825A · 2014 [cited by examiner]
CN 107629044A · 2018 [cited by examiner]
CN 108864046A · 2018 [cited by examiner]
DE 102020216352A1 · 2021 [cited by applicant]
KR 1020140081259A · 2014 [cited by applicant]
WO WO2021121613A1 · 2021 [cited by examiner]
SciFinder CAS substance detail for CAS Registry No. 1023818-77-0; downloaded on Dec. 17, 2023. (Year: 2023). [cited by examiner]
Khosrowabadi Kotyk, J.F. et al. “Copper tetradentate N2Py2 complexes with pendant bases in the secondary coordination sphere: improved ligand synthesis and protonation studies,” Journal of Coordination Chemistry vol. 69… [cited by examiner]
Patil et al., “Overview of the chemosensor ligands used for selective detection of anions and metal ions (Zn2+, Cu2+, Ni2+, Co2+, Fe2+, Hg2+)”, Inorganica Chimica Acta, May 24, 2018, https://doi.org/10.1016/j.ica.2018.0… [cited by applicant]
Petrenko et al., “Analysis and prediction of absorption band shapes, fluorescence band shapes, resonance Raman Intensities, and excitation profiles using the time-dependent theory of electronic spectroscopy”, J. Chem. P… [cited by applicant]
He et al., “A Fluorescent Chemosensor for Sodium Based on Photoinduced Electron Transfer”, Anal. Chem. 2003, 75, 649-555, 7 pages. [cited by applicant]
Carter et al., “Fluorescent Sensors for Measuring Metal lons in Living Systems”, dx.doi.org/10.1021/cr400546e | Chem. Rev. 2014, 114, 4564-4601, 38 pages. [cited by applicant]
German Office Action, dated Feb. 28, 2023, received in related DE Application No. 10 2021 208 065.0. (Machine Translation provided). [cited by applicant]
Meiling Gao et al., “A new optical sensor for Al3+/Fe3+ based on PET and chelation-enhanced fluorescence,” Res Chem. Intermed (2015) 41:9673-9685. [cited by applicant]