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Cyclic polymer and preparation method thereof

A technology for cyclic polymers and compounds, applied in the field of cyclic polymers and their preparation, to achieve the effects of enhanced fluorescence and grating performance, strong fluorescence emission, and high glass transition temperature

Inactive Publication Date: 2012-08-01
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far, there have been no reports on the impact of the topology of cyclic polymers on the properties of cyclic polymers such as fluorescence and gratings.

Method used

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  • Cyclic polymer and preparation method thereof
  • Cyclic polymer and preparation method thereof
  • Cyclic polymer and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Such as figure 1 Preparation shown cycle -PEPNA, cycle The synthesis of c-PEPNA is divided into 3 main steps: Synthesis of azide / alkynyl main chain phenylazonaphthalene monomer EPNA through reaction steps such as diazo and coupling; "Click" step-by-step polymerization of EPNA by solid-phase thermocatalysis method to obtain α-azido-ω-alkynyl linear -PEPNA; In very dilute solution, by the CuAAC method for linear -PEPNA has carried out ring closure reaction, obtains cycle -PEPNA. The number average molecular weight and molecular weight distribution of the polymers are shown in Table 1.

[0037] Specifically include the following steps:

[0038] 1. Synthesis of compound (1)

[0039] References (Xue, X. Q., Zhu, J., Zhu, X. L., et al., polymer 2009, 50, 4512) Synthesis. The crude product was recrystallized from ethanol to obtain an orange-red solid (12.6 g, yield, 92.6%).

[0040] 2. Synthesis of compound (2)

[0041] Filled with CaCl in 250mL 2 Add co...

Embodiment 2

[0053] Embodiment two: to embodiment one linear -PEPNA and cycle -PEPNA for structural characterization. linear -PEPNA and cycle -The efflux curve of the GPC of PEPNA (see figure 2 ), you can see two cycle - The retention times of the elution peaks of -PVBCZ were longer than those of the corresponding linear -Long duration of PEPNA. This is due to the smaller hydrodynamic volume of cyclic polymers than their linear counterparts of the same molecular weight (see references: Rique-Lurbet L., Schappacher M, and Deffieux A.. Macromolecules 1994, 27, 6318-6324). From the FT-IR spectrum (see image 3 ), it can be seen that the linear polymer is at 2090cm -1 The azide peak at and 3300cm -1 The alkynyl peaks at have disappeared after the cyclization reaction, proving that cycle - There are no linear polymers with terminal groups in PEPNA. Figure 4 yes linear -PEPNA and Cyclic - H NMR spectrum of PEPNA. Comparing the two, one can see linear - All alkynyl hydroge...

Embodiment 3

[0054] Embodiment three: linear -PEPNA and Cyclic -PEPNA thermal performance test

[0055] tested using differential scanning calorimetry linear -PEPNA and cycle -PEPNA T g ,As shown in Table 1: cycle -PEPNAs T g have the same molecular weight than their corresponding linear -PEPNAs are higher. As the molecular weight decreases, the gap between the ring and the line T g The difference increases. This is due to the lack of swinging chain ends in the molecular chain of the cyclic polymer, so the degree of freedom of the cyclic polymer to transition from the solid state to the relaxed state is less, resulting in the T g Higher than the linear polymer of the same molecular weight; as the molecular weight of the cyclic polymer decreases, that is, the size of the ring decreases, the rigidity of the ring increases, and the Δ between the cyclic polymer and the linear polymer T g increase.

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Abstract

The invention discloses cyclic polymer and the preparation method thereof. The cyclic polymer is cyclic main chain phenylazo naphthalene polymer. Firstly, monomer EPNA is obtained through preparation, then thermocatalytic solid phase reaction is adopted for click reaction stepwise polymerization to the monomer EPNA, so as to obtain Alpha-azide group and Omega-alkynyl linear-PEPNA; and finally, ring closing reaction to linear-PEPNA is performed in extremely dilute solution through a nitrine / alkynyl CuAAC method, so as to obtain cyclic PEPNA. Compared with the linear polymer with the same molecular weight, the cyclic main chain phenylazo naphthalene polymer synthesized by using the method provided by the invention has the advantages of higher glass transition temperature (Tg), strong fluorescent emission, long fluorescence life time and deep groove depth of SRG (surface relief gratings).

Description

technical field [0001] The invention belongs to the field of macromolecular polymers, and specifically relates to a cyclic polymer with photoalienation properties and a preparation method thereof. The main chain of the cyclic polymer contains a repeating unit structure of phenylazonaphthalene. The cyclic polymer It has better thermal, fluorescent and grating properties than its linear polymer with the same molecular weight. Background technique [0002] In recent years, cyclic polymers have attracted the attention of the polymer community due to their special properties, such as viscosity, thermal properties, self-assembly, and surface tension. Because the synthesis of cyclic polymers is relatively difficult, compared with the progress made by other structural polymers, there are few research reports on cyclic polymers. With the development of living radical polymerization and the emergence of many high-efficiency chemical reactions, such as the click reaction, it provides ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06C09K11/06
Inventor 周年琛张燕娜张正彪朱健张伟程振平朱秀林
Owner SUZHOU UNIV
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