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Spiro [3.3] heptane-2, 6-spirofluorene-based conjugated microporous organic polymer and preparation thereof

A technology of conjugating micropores and polymers, which is applied in the field of preparation of porous organic polymers and achieves the effect of good stability

Active Publication Date: 2020-09-01
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the currently studied CMPs are planar structures with strong coplanarity and prone to interchain aggregation.

Method used

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  • Spiro [3.3] heptane-2, 6-spirofluorene-based conjugated microporous organic polymer and preparation thereof
  • Spiro [3.3] heptane-2, 6-spirofluorene-based conjugated microporous organic polymer and preparation thereof
  • Spiro [3.3] heptane-2, 6-spirofluorene-based conjugated microporous organic polymer and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Weigh 320mg (0.45mmol) of TBrSDF and 160mg (0.94mmol) of 1,4-benzenediboronic acid, mix them into a 250ml two-necked flask, and vacuum and blow nitrogen three times each to exhaust the air in the flask.

[0055] Add 30ml of toluene, which has been dehydrated in advance, into the two-necked flask, and stir for 10min. Then weigh 3g of potassium carbonate and dissolve in 10ml of water, measure 1ml of Aliquant 336 phase transfer catalyst and dissolve in 5ml of anhydrous toluene, put them into two-necked flasks under the protection of nitrogen, and evacuate the nitrogen once each.

[0056] Finally, 0.026 g of tetrakis(triphenylphosphine)palladium was weighed and added into a two-necked flask, heated to 110° C., and refluxed for 4 days to stop the reaction.

[0057] The reaction solution was cooled to room temperature, diluted with water, extracted with toluene, the extract was rotary evaporated to remove the solvent, and then 300ml of anhydrous methanol was added for alcohol...

Embodiment 2

[0061] Weigh 360mg (0.5mmol) of TBrSDF and 260mg (1.05mmol) of 4,4'-biphenyl diboronic acid, mix them into a 250ml two-necked flask, evacuate and blow nitrogen three times each to exhaust the air in the flask.

[0062] Add 30ml of toluene, which has been dehydrated in advance, into the two-necked flask, and stir for 10min. Then weigh 3g of potassium carbonate and dissolve in 10ml of water, measure 1ml of Aliquant 336 phase transfer catalyst and dissolve in 5ml of anhydrous toluene, put them into two-necked flasks under the protection of nitrogen, and evacuate the nitrogen once each.

[0063] Finally, 0.03 g of tetrakis(triphenylphosphine)palladium was weighed and added into a two-necked flask, heated to 110° C., and refluxed for 4 days to stop the reaction.

[0064] The reaction solution was cooled to room temperature, diluted with water, extracted with toluene, the extract was rotary evaporated to remove the solvent, and then 300ml of anhydrous methanol was added for alcohol ...

Embodiment 3

[0068] Weigh 360mg (0.5mmol) TBrSDF, 502mg (1.05mmol) 9,9-dioctylfluorene-2,7-diboronic acid, mix them into a 250ml two-necked flask, evacuate nitrogen three times each, to drain the flask air.

[0069] Add 30ml of toluene, which has been dehydrated in advance, into the two-necked flask, and stir for 10min. Then weigh 3g of potassium carbonate and dissolve in 10ml of water, measure 1ml of Aliquant 336 phase transfer catalyst and dissolve in 5ml of anhydrous toluene, put them into two-necked flasks under the protection of nitrogen, and evacuate the nitrogen once each.

[0070] Finally, 0.03 g of tetrakis(triphenylphosphine)palladium was weighed and added into a two-necked flask, heated to 110° C., and refluxed for 4 days to stop the reaction.

[0071] The reaction solution was cooled to room temperature, diluted with water, extracted with toluene, the extract was rotary evaporated to remove the solvent, and then 300ml of anhydrous methanol was added for alcohol analysis. After...

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Abstract

The invention discloses a spiro [3.3] heptane-2, 6-spirofluorene-based conjugated microporous organic polymer with a structural formula shown as a formula (I). The conjugated microporous organic polymer containing spiro [3.3] heptane-2, 6-spirofluorene is prepared by taking spiro [3.3] heptane-2, 6-di-(2', 2'', 7', 7''-tetrabromo) spirofluorene as a first construction monomer and performing SuZukicoupling reaction or Sonogashira cross-coupling reaction on the first construction monomer and a second construction monomer with different connecting bonds. The repeating unit of the conjugated microporous organic polymer has three twisted screw atom centers, polymer chain accumulation can be effectively prevented, synthesis of the conjugated microporous organic polymer is better achieved, the pore size of the polymer is regulated and controlled by changing the second construction monomer, so that the polymer has permanent pores and good stability, and can be used as a luminescent layer material of an organic electroluminescent device.

Description

technical field [0001] The invention belongs to the technical field of preparation of porous organic polymers, and relates to a conjugated microporous organic polymer based on spiro[3.3]heptane-2,6-spirofluorene and a preparation method thereof. Background technique [0002] Microporous Organic Polymers (MOPs) are a new class of porous materials that are interconnected by light elements (C, H, O, N, B, etc.) through covalent bonds. [0003] MOPs have unique properties such as high specific surface area, low skeletal density, and high porosity. Meanwhile, most MOPs have good stability under harsh conditions such as acid-base, solvent, moisture, and high temperature. In addition, MOPs can regulate the structure, size and functionalization of micropores by selecting reactive monomers with different functional groups and different synthesis methods. [0004] At present, MOPs mainly include Polymers of Intrinsic Microporosity (PIMs), Hyper-cross-linked Polymers (HCPs), Covalent...

Claims

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Application Information

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IPC IPC(8): C08G61/02
CPCC08G61/02C08G2261/12C08G2261/411C08G2261/415
Inventor 武钰铃李雪锋李洁王米穴张伟玄王龙王华许并社
Owner TAIYUAN UNIV OF TECH