Conjugated polyelectrolyte with ratiometric fluorescence signals, preparation method and application thereof

Abstract

Conjugated polyelectrolyte with ratio fluorescence signal and its preparation method and application, the conjugated polyelectrolyte contains two or more chromophores satisfying the relationship between fluorescence resonance energy transfer donor and acceptor, and the chromophore passes π- Electron conjugation is associated. The invention also includes the preparation method and application of the conjugated polyelectrolyte with ratio fluorescence signal. The conjugated polyelectrolyte with ratio fluorescent signal of the present invention has the advantages of ratio fluorescent signal and conjugated polyelectrolyte, strong anti-interference ability, high sensitivity, good selectivity and wide application range.

Description

technical field

[0001] The invention belongs to the technical fields of analytical chemistry, macromolecule synthesis and chemical biosensing, and in particular relates to a conjugated polyelectrolyte with ratio fluorescence signal and its preparation method and application. Background technique

[0002] Conjugated polymers are also called "delocalized electronic polymers", and their main structural feature is the existence of long-range π-electron conjugated systems. The special structure of the conjugated polymer makes it have many specific photoelectric properties.

[0003] Compared with traditional fat-soluble conjugated polymers, conjugated polyelectrolytes combine the advantages of traditional conjugated polymers’ optoelectronic properties (such as large molar absorptivity, high fluorescence quantum yield, and fluorescence signal amplification effect, etc.) Combined with the characteristics of the positive and negative charges, it has the characteristics of simple det...

Examples

Embodiment 1

[0036] Example 1: Cationic pyrene-terminated polyfluorene phenylene vinylene ratio fluorescent conjugated polyelectrolyte and its preparation method and application

[0037] The cationic pyrene-terminated polyfluorene phenylene vinylene ratio fluorescent conjugated polyelectrolyte of this embodiment has the following structural formula:

[0038] , n=36.

[0039] Its preparation method comprises the following steps:

[0040] (1) Preparation and treatment of mixed solvent: Prepare mixed solvent according to the ratio of volume of water: volume of N, N-dimethylformamide: volume of diisopropylamine = 2:3:1, and then pass through the mixed solvent Nitrogen for 10 minutes to remove oxygen in the mixed solvent;

[0041] (2) In a 100mL three-necked flask, first add 0.15 mmol of 2,7-diiodo-9,9-bis(6'-(N,N,N,-trimethylammonium)-hexyl)fluorene and 0.15 mmol of 1,4-diethynylbenzene, then add 0.012 mmol tetrakistriphenylphosphorous palladium and cuprous iodide composite catalyst, unde...

Embodiment 2

[0050] Example 2: Anionic pyrene-terminated polyphenylene acetylene ratio fluorescent conjugated polyelectrolyte and its preparation method and application

[0051] The anionic pyrene-terminated polyphenylene acetylene ratio fluorescent conjugated polyelectrolyte of this embodiment has the following structural formula:

[0052] , n=105.

[0053] Its preparation method comprises the following steps:

[0054] (1) Preparation and treatment of mixed solvent: Prepare mixed solvent according to the ratio of volume of water: volume of dimethylformamide: volume of diisopropylamine = 2:3:1, and then pass nitrogen gas into the mixed solvent for 10 minutes, To remove the oxygen in the mixed solvent;

[0055] (2) In a 100mL three-necked flask, first add 0.15 mmol of 1,4-diiodo-2,5-dipropoxysodiumsulfonate-benzene and 0.15 mmol of 1,4-diethynylbenzene, then add 0.012 mmol tetrakistriphenylphosphopalladium and cuprous iodide composite catalyst; under nitrogen atmosphere, add 25mL mixed...

Embodiment 3

[0065] Example 3 Anionic pyrene-terminated polyphenylene acetylene-pyridine ratio fluorescent conjugated polyelectrolyte and its preparation method and application

[0066] The anionic pyrene-terminated polyphenylene acetylene-pyridine ratio fluorescent conjugated polyelectrolyte of this embodiment has the following structural formula:

[0067] , n=102.

[0068] Its preparation method comprises the following steps:

[0069] (1) Preparation and treatment of mixed solvent: Prepare mixed solvent according to the ratio of volume of water: volume of dimethylformamide: volume of diisopropylamine = 2:3:1, and then pass nitrogen gas into the mixed solvent for 10 minutes, To remove the oxygen in the mixed solvent;

[0070] (2) In a 100mL three-necked flask, first add 0.15 mmol of 1,4-diiodo-2,5-dipropoxysodiumsulfonate-benzene, 0.15 mmol of 2,6-diethynylpyridine, and then add 0.012 mmol tetrakistriphenylphosphopalladium and cuprous iodide composite catalyst, under nitrogen atmosph...

technical field

[0001] The invention belongs to the technical fields of analytical chemistry, macromolecule synthesis and chemical biosensing, and in particular relates to a conjugated polyelectrolyte with ratio fluorescence signal and its preparation method and application. Background technique

[0002] Conjugated polymers are also called "delocalized electronic polymers", and their main structural feature is the existence of long-range π-electron conjugated systems. The special structure of the conjugated polymer makes it have many specific photoelectric properties.

[0003] Compared with traditional fat-soluble conjugated polymers, conjugated polyelectrolytes combine the advantages of traditional conjugated polymers’ optoelectronic properties (such as large molar absorptivity, high fluorescence quantum yield, and fluorescence signal amplification effect, etc.) Combined with the characteristics of the positive and negative charges, it has the characteristics of simple det...

Examples

Embodiment 1

[0036] Example 1: Cationic pyrene-terminated polyfluorene phenylene vinylene ratio fluorescent conjugated polyelectrolyte and its preparation method and application

[0037] The cationic pyrene-terminated polyfluorene phenylene vinylene ratio fluorescent conjugated polyelectrolyte of this embodiment has the following structural formula:

[0038] , n=36.

[0039] Its preparation method comprises the following steps:

[0040] (1) Preparation and treatment of mixed solvent: Prepare mixed solvent according to the ratio of volume of water: volume of N, N-dimethylformamide: volume of diisopropylamine = 2:3:1, and then pass through the mixed solvent Nitrogen for 10 minutes to remove oxygen in the mixed solvent;

[0041] (2) In a 100mL three-necked flask, first add 0.15 mmol of 2,7-diiodo-9,9-bis(6'-(N,N,N,-trimethylammonium)-hexyl)fluorene and 0.15 mmol of 1,4-diethynylbenzene, then add 0.012 mmol tetrakistriphenylphosphorous palladium and cuprous iodide composite catalyst, unde...

Embodiment 2

[0050] Example 2: Anionic pyrene-terminated polyphenylene acetylene ratio fluorescent conjugated polyelectrolyte and its preparation method and application

[0051] The anionic pyrene-terminated polyphenylene acetylene ratio fluorescent conjugated polyelectrolyte of this embodiment has the following structural formula:

[0052] , n=105.

[0053] Its preparation method comprises the following steps:

[0054] (1) Preparation and treatment of mixed solvent: Prepare mixed solvent according to the ratio of volume of water: volume of dimethylformamide: volume of diisopropylamine = 2:3:1, and then pass nitrogen gas into the mixed solvent for 10 minutes, To remove the oxygen in the mixed solvent;

[0055] (2) In a 100mL three-necked flask, first add 0.15 mmol of 1,4-diiodo-2,5-dipropoxysodiumsulfonate-benzene and 0.15 mmol of 1,4-diethynylbenzene, then add 0.012 mmol tetrakistriphenylphosphopalladium and cuprous iodide composite catalyst; under nitrogen atmosphere, add 25mL mixed...

Embodiment 3

[0065] Example 3 Anionic pyrene-terminated polyphenylene acetylene-pyridine ratio fluorescent conjugated polyelectrolyte and its preparation method and application

[0066] The anionic pyrene-terminated polyphenylene acetylene-pyridine ratio fluorescent conjugated polyelectrolyte of this embodiment has the following structural formula:

[0067] , n=102.

[0068] Its preparation method comprises the following steps:

[0069] (1) Preparation and treatment of mixed solvent: Prepare mixed solvent according to the ratio of volume of water: volume of dimethylformamide: volume of diisopropylamine = 2:3:1, and then pass nitrogen gas into the mixed solvent for 10 minutes, To remove the oxygen in the mixed solvent;

[0070] (2) In a 100mL three-necked flask, first add 0.15 mmol of 1,4-diiodo-2,5-dipropoxysodiumsulfonate-benzene, 0.15 mmol of 2,6-diethynylpyridine, and then add 0.012 mmol tetrakistriphenylphosphopalladium and cuprous iodide composite catalyst, under nitrogen atmosph...

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