IP Library Granted Patent US 9,139,766
Granted Patent B2
US 9,139,766 · App. 14/051,151 · Granted Sep 22, 2015

Chemiluminescent compositions and enhancing reagents for chemiluminescence

Inventors: Chungen Qian (Shenzhen, CN); Yuping Zhang (Shenzhen, CN)
Assignee: SHENZHEN MINDRAY BIO-MEDICAL ELECTRONICS CO., LTD.
C09K11/07G01N33/532G01N33/542G01N33/58
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Quick Facts
Patent No.
US 9,139,766
App. No.
14/051,151
Granted
Sep 22, 2015
Kind
B2
Abstract

An enhancing reagent for enhancing chemiluminescence of 1,2-dioxetane compounds and a method for using the enhancing reagent to enhance the chemiluminescence are provided, in which the enhancing reagent contains an alkyl bis-quaternary ammonium salt of Formula I. A chemiluminescent composition with a 1,2-dioxetane compound as a substrate and a kit thereof are further provided, which contain a 1,2-dioxetane compound and an alkyl bis-quaternary ammonium salt of Formula I.

Claims (36)

1. A chemiluminescent composition comprising a 1,2-dioxetane compound and at least one alkyl bis-quaternary ammonium salt having the structure of General Formula I:

wherein:

R 1 is selected from at least one of the following: C 10-20 alkyl, C 10-20 alkenyl, C 10-20 alkynyl, and C 3-8 cycloalkylC 6-12 alkyl;

each n is an integer independently selected from 2 to 15;

each m is an integer independently selected from 1 to 6;

R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each independently selected from at least one of the following: C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 3-8 cycloalkyl; and

X − is a negative ion.

2. The chemiluminescent composition of claim 1 , wherein R 1 is selected from C 12-18 alkyl.

3. The chemiluminescent composition of claim 1 , wherein R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each independently selected from methyl or ethyl.

4. The chemiluminescent composition of claim 1 , wherein R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are alkyl, each having the same number of carbon atoms.

5. The chemiluminescent composition of claim 1 , wherein each n is an integer independently selected from 5 to 10, or each m is independently selected from 2 or 3.

6. The chemiluminescent composition of claim 1 , wherein X − is selected from at least one of the following: halide ions, ClO 4 − , PF 6 − , CF 3 SO 3 − , BF 4 − , acetate, and p-toluene sulfonate anions.

7. The chemiluminescent composition of claim 1 , wherein the alkyl bis-quaternary ammonium salt compound is selected from at least one of the following: dodecylamino polyoxyethylene ether ammonium dichloride, octadecylamino polyoxyethylene ether ammonium dichloride, dodecylamino polyoxyethylene ether ammonium dibromide, octadecylamino polyoxyethylene ether ammonium dibromide, and a combination thereof.

8. The chemiluminescent composition of claim 1 , wherein the concentration of the alkyl bis-quaternary ammonium salt is in a range of between about 0.1 g/L and about 10 g/L.

9. The chemiluminescent composition of claim 1 , wherein the concentration of the alkyl bis-quaternary ammonium salt is in a range of between about 1 g/L and about 10 g/L.

10. The chemiluminescent composition of claim 1 , further comprising at least one of the following: a fluorescent agent, a magnesium ion, a buffer, and a preservative.

11. The chemiluminescent composition of claim 10 , wherein the buffer is 2-amino-2-methyl-1-propanol.

12. A chemiluminescent enhancing reagent configured to enhance the chemiluminescence of a 1,2-dioxetane compound, comprising:

at least one alkyl bis-quaternary ammonium salt having the structure of General Formula I:

wherein:

R 1 is selected from at least one of the following: C 10-20 alkyl, C 10-20 alkenyl, C 10-20 alkynyl, and C 3-8 cycloalkylC 6-12 alkyl;

each n is an integer independently selected from 2 to 15;

each m is an integer independently selected from 1 to 6;

R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each independently selected from at least one of the following: C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 3-8 cycloalkyl; and

X − is a negative ion; and

a solvent configured to dissolve the alkyl bis-quaternary ammonium salt and the 1,2-dioxetane compound.

13. The chemiluminescent enhancing reagent of claim 12 , wherein the enhancing reagent further comprises at least one of the following: a fluorescent agent, a magnesium ion, a buffer, and a preservative.

14. A kit for enhancing the chemiluminescence of 1,2-dioxetane compounds, comprising: at least one alkyl bis-quaternary ammonium salt having the structure of General Formula I:

wherein:

R 1 is selected from at least one of the following: C 10-20 alkyl, C 10-20 alkenyl, C 10-20 alkynyl, and C 3-8 cycloalkylC 6-12 alkyl;

each n is an integer independently selected from 2 to 15;

each m is an integer independently selected from 1 to 6;

R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each independently selected from at least one of the following: C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 3-8 cycloalkyl; and

X − is a negative ion; and

a manual instructing the user to mix the alkyl bis-quaternary ammonium salt with the 1,2-dioxetane compound.

15. The kit of claim 14 , wherein the components of the kit are stored individually or in the form of one or more mixtures.

Assignments (2)
LICENSE Recorded Jun 24, 2022
From: SHENZHEN MINDRAY BIOMEDICAL ELECTRONICS CO., LTD.
To: SHENZHEN MINDRAY ANIMAL MEDICAL TECHNOLOGY CO., LTD.
Reel/Frame 060440/0796 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2014
From: QIAN, CHUNGEN; ZHANG, YUPING
To: SHENZHEN MINDRAY BIO-MEDICAL ELECTRONICS CO., LTD.
Reel/Frame 031982/0169 →
Priority Claims (1)
CN 2010 1 0226676 · Jul 13, 2010 · national
Continuity (2)
Division 13177189 · Jul 6, 2011
Related Publication 20140103272A1 · Apr 17, 2014