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A kind of ditellurium-containing biodegradable polymer and preparation method thereof

A technology for degrading polymers and biology, applied in the direction of fermentation, etc., can solve the problems of non-biodegradation, limited application of ditellurium compounds, less ditellurium-containing polymers, etc., and achieves less by-products, excellent light environmental response performance, and yield. high effect

Inactive Publication Date: 2021-05-14
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, ditellurium compounds or intermediates are unstable and prone to decomposition or agglomeration under light and oxygen conditions, which makes the preparation of ditellurium compounds difficult and limits the application of ditellurium compounds
Very little research has been done on ditellurium-containing polymers, and these polymers are not biodegradable (Al-Rubaiee et al. Applied Organometallic Chemistry 2002; 16:649-54.)

Method used

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  • A kind of ditellurium-containing biodegradable polymer and preparation method thereof
  • A kind of ditellurium-containing biodegradable polymer and preparation method thereof
  • A kind of ditellurium-containing biodegradable polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1 contains ditelluric polycaprolactone (PCLTe) 2 (I-1a)

[0032] Synthesis of 2,2'-Ditelluridedipropanol (II-1)

[0033]

[0034] Weigh (2.2698g, 60mmol) sodium borohydride and deionized water (150mL) into a 500mL reaction bulb and stir until the sodium borohydride is completely dissolved, then add tellurium powder (7.26g, 60mmol) and react at 70°C for 30min, to get the magenta Na 2 Te 2 solution. Then, under nitrogen protection, bromopropanol (8.34 g, 60 mmol) in tetrahydrofuran (150 mL) was added, and reacted at 50° C. in the dark for 5 hours. After the reaction was completed, it was extracted with anaerobic dichloromethane, dried over anhydrous magnesium sulfate, and separated by column chromatography (eluent: dichloromethane: ethyl acetate = 1:2 (v / v)) to obtain a purple-red compound, That is, 2,2'-ditelluridedipropanol (II-1). 1 HNMR (400MHz, CDCl 3 )δ(ppm):3.72(4H,t,HOCH 2 ),3.19(4H,t,TeTeCH 2 ),2.00(4H,m,HOCH 2 CH 2 CH 2 TeTe) and 1.70(2...

Embodiment 2

[0041] Embodiment 2 contains two tellurium polycarbonates (PTMCTe) 2 (I-1b)

[0042]

[0043] Add 2,2'-ditelluridedipropanol (0.372g, 1mmol), trimethylene carbonate (TMC) (4.08g, 40mmol) into a pre-baked eggplant-shaped reaction bottle, and vacuumize at 40°C A small amount of moisture was removed for 3 hours, then Novozymes lipase 435 (0.408 g) and anhydrous oxygen-free toluene (10 mL) were added under nitrogen protection, and the reaction was carried out at 60° C. for 24 hours. After the reaction was completed, the enzyme was removed by filtration, settled in glacial ether, and vacuum-dried to obtain the target product ditellurium-containing polycarbonate (I-1b), with a yield of 91%.

[0044] 1 H NMR (400MHz, CDCl 3 )δ(ppm) (such as Figure 4 shown): a (4.24), b (2.05), c (4.10), e (3.10), d (2.07).

[0045] 125 Te NMR (189MHz, CDCl 3 ) δ (ppm): 388.4.

Embodiment 3

[0046] Embodiment 3 contains ditelluric polycaprolactone (PCLTe) 2 (I-2a)

[0047] Synthesis of 2,2'-Ditelluridediethanol (II-2)

[0048]

[0049] Weigh sodium borohydride (2.2698g, 60mmol) and deionized water (150mL) into a 500mL reaction ball bottle and stir until sodium borohydride is completely dissolved, then add tellurium powder (7.26g, 60mmol) and react at 70°C for 30min , to obtain the purple-red Na 2 Te 2 solution. Then, under nitrogen protection, bromoethanol (7.49 g, 60 mmol) in tetrahydrofuran (150 mL) was added, and reacted at 50° C. in the dark for 6 hours. After the reaction was completed, it was extracted with anaerobic dichloromethane, dried over anhydrous magnesium sulfate, and separated by column chromatography (eluent was dichloromethane:ethyl acetate=1:1 (v / v)) to obtain a purple-red compound, That is, 2,2'-ditelluridediethanol. 1 HNMR (400MHz, CDCl 3 )δ(ppm):3.87(4H,t,HOCH 2 ),3.32 (4H,t,TeTeCH 2 ), and 2.11 (2H,s,HOCH 2 ). 13 C NMR (125MHz,...

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PUM

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Abstract

The invention discloses a bitellurium-containing biodegradable polymer represented by formula (I), wherein m is an integer of 1 to 20; n is an integer of 1 to 20; p is an integer of 1 to 10; m' is an integer of 10 to 1000; n' is an integer of 10 to 1000; R is carbon or oxygen. The invention also discloses a method for preparing the biodegradable polymer containing ditellurium. The invention uses functionalized ditellurium small molecules and lactones as raw materials, and successfully introduces ditellurium bonds into biodegradable polymers through enzyme-catalyzed ring-opening reaction under mild reaction conditions, with few by-products in the reaction process , the yield is high, and the prepared ditellurium-containing polymer has excellent light-environmental response properties.

Description

technical field [0001] The invention belongs to the technical field of biodegradable materials, and relates to a bitellurium-containing biodegradable polymer and a preparation method thereof. Background technique [0002] Polycarbonate (PTMC) and polycaprolactone (PCL) are biodegradable materials approved by the FDA for use in the biomedical field. These polyesters have good biocompatibility and excellent mechanical properties, and are widely used in the fields of tissue engineering, drug sustained release, gene therapy, implantable devices, and regenerative medicine. [0003] Recently, disulfide and diselenium compounds have been widely used in self-healing polymers and environmental responsiveness due to their ability to break and recombine under specific circumstances (Otsuka H, ​​Nagano Setal . Chemical communications 2010; 46:1150-2; Ji S et al. Advanced materials 2015; 27:7740-5). [0004] The bond energy of ditellurium bond is low (127KJ / mol) (Kildahl NK.Journal of ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P7/62
Inventor 郎美东刘佳
Owner EAST CHINA UNIV OF SCI & TECH
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