Telechelic quadruple-hydrogen bond unit compound and synthesis method thereof

A technology of quadruple hydrogen bond and synthesis method, applied in the direction of organic chemistry, can solve problems such as unsatisfactory mechanical properties, and achieve the effects of increasing the total yield, saving resources, and high mechanical strength

Active Publication Date: 2014-07-02
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Yang Xiaohui et al. (Yang Xiaohui, Polyurethane Industry, 2011, 26, 5-10.) selected hexamethylene diisocyanate (HDI) as the polyurethane hard segment to synthesize polyurethane with UPy in the side chain, but its mechanical properties are not very ideal. Due to the flexibility of long-chain alkyl groups

Method used

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  • Telechelic quadruple-hydrogen bond unit compound and synthesis method thereof
  • Telechelic quadruple-hydrogen bond unit compound and synthesis method thereof
  • Telechelic quadruple-hydrogen bond unit compound and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Step 1. Synthesis of intermediate linker pentaerythritol-polycaprolactone (PER-PCL) (compound A):

[0036] First, 1.36 g of pentaerythritol, 22.80 g of caprolactone and a catalytic amount of stannous octoate were added to a 100 mL round bottom flask. The oxygen and moisture in the system are eliminated through 3 to 5 consecutive vacuum pumping and argon filling cycles. Next, under the protection of nitrogen, the temperature was maintained at 140° C., the reaction was stirred for 10 h, and the heating was stopped. Continue stirring with nitrogen until the temperature of the reactant drops below 60°C and stop. Finally, under the protection of nitrogen, the reacted polycaprolactone is dissolved in chloroform after cooling, and then precipitated with deionized water for 2 to 3 times. After suction filtration, it can be dried at 40°C for 12 hours under vacuum. The product is a white solid. , the degree of polymerization n is 5, and the yield is 98%.

[0037] The product w...

Embodiment 2～5

[0045] The synthesis of compound A was synthesized with reference to step 1 of Example 1, only changing the molar ratio of caprolactone: pentaerythritol to 40:1, 60:1, 80:1 and 100:1, the degree of polymerization n of the obtained compound A were respectively for 10, 15, 20 and 25. The synthesis of compound B and compound C is the same as in Example 1.

Embodiment 6

[0047] Step 1, the synthesis of compound A was synthesized with reference to Example 1.

[0048] Step 2, synthesis of quadruple hydrogen bond unit (compound B):

[0049] First, add 1.25 g of MIC and 17.50 g of diphenylmethane diisocyanate (MDI) in a 100 mL round bottom flask. The oxygen and moisture in the system are eliminated through 3 to 5 consecutive vacuum pumping and argon filling cycles. Next, under the protection of argon, the temperature was maintained at 110° C., the reaction was stirred for 12 h, and the heating was stopped. Continue stirring with argon until the temperature of the reactant drops to room temperature and stops. Finally, the reacted reaction mixture was dissolved with a little chloroform, and then precipitated with n-hexane for 2 to 3 times, and then dried under vacuum at 50° C. for 12 hours after suction filtration.

[0050] Step 3, synthesis of target compound (compound C):

[0051] First, add the above 2.35g compound A and 5.64g compound B, 10m...

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Abstract

The invention discloses a telechelic quadruple-hydrogen bond unit compound and asynthesis method thereof, and relates to a compound and a synthesis method thereof. The telechelic quadruple-hydrogen bond unit compound is pentaerythritol-(polycaprolactone-carbamido pyrimidone)4. The synthesis method comprises the following steps: firstly synthesizing a intermediate coupling agent pentaerythritol-polycaprolactone, and then synthesizing quadruple-hydrogen bond unit carbamido pyrimidone, and finally synthesizing pentaerythritol-(polycaprolactone-carbamido pyrimidone)4. The polyester with low toxicity, biocompatibility and biodegradability is selected so that the pollution to the environment is small; the green chemistry requirement is satisfied; the total yield is improved, and the resource is saved; as compoared with a linear supermolecular structure, a network state supermolecular structure with higher mechanical property and mechanical strength is formed.

Description

technical field [0001] The invention relates to a compound and a synthesis method thereof, in particular to a novel supramolecular polymer with quadruple hydrogen bond (UPy) units connected at the end and a synthesis method thereof. Background technique [0002] In recent years, on the basis of supramolecular chemistry, the preparation of supramolecular polymers via non-covalent bonds has received increasing attention. The biggest feature of supramolecular polymers is that the non-covalent bonds connecting different components can be dissociated and recombined under appropriate conditions, which is a reversible process. Hydrogen bonds are directional, selective, and reversible, making them the most commonly used non-covalent linkages in supramolecular polymers. [0003] Judging from the current research work, a kind of UPy functional group is modified as the end group of the oligomer, and a linear supramolecular polymer is formed by dimerization of the end group UPy. Howev...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/91C08G63/08C08G63/78C07D239/47
Inventor 戴李宗刘诚袁丛辉许一婷曾碧榕罗伟昂常迎陈国荣毛杰
Owner XIAMEN UNIV
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