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Zwitterionic polymer brush lubricant and preparation method thereof

A polymer brush and zwitterion technology, applied in the field of bionic lubricants, can solve the problems of high lubricant dose dependence, weak binding force, unsatisfactory lubrication effect, etc., and achieve good biocompatibility, excellent lubricating performance, Effect of high friction bearing capacity

Active Publication Date: 2022-02-18
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although this method can prepare grafted brush-type copolymers, the biocompatibility of the grafted side chains is not ideal, and the PEG side chains are only simple hydrophilic groups, and the binding force is not strong.
Chinese patent CN 104383607B discloses a liquid-solid composite lubricant in joints. The preparation process is relatively simple, but the lubrication effect is not ideal and the lubricant dose dependence is high

Method used

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  • Zwitterionic polymer brush lubricant and preparation method thereof
  • Zwitterionic polymer brush lubricant and preparation method thereof
  • Zwitterionic polymer brush lubricant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] (1) Under magnetic stirring, add HEA (16.7ml, 15.8mmol) into a flask purged with nitrogen and deoxygenated.

[0033] (2)N 2 After purging, a solution of CPA-DB as chain transfer agent (CTA) was added to the flask. The CPA-DB solution was prepared as follows: CPA-DB (53mg, 0.19mmol) was dissolved in N 2 into purged methanol (29ml).

[0034] (3)N 2 After purging, add A-CPA solution as a free radical initiator in the solution of step (3). The A-CPA solution was prepared as follows: A-CPA (13mg, 4.63×10 -2 mmol) was dissolved in 7ml methanol.

[0035] (4)N 2 After purging, the flask was sealed and placed in a 60 °C water bath with magnetic stirring to initiate polymerization. After 48 hours, the flask was opened and the reaction was quenched by exposing to air and cooling on ice.

[0036] (5) The solution was dialyzed with deionized water for 3 days, the water was changed twice a day, and then freeze-dried to obtain polyhydroxyethyl acrylate (pHEA).

[0037] figur...

Embodiment 2

[0040] (1) The PHEA obtained in Example 1, 4-(dimethylamino)pyridine (DMAP, 0.026 mol) and triethylamine (0.026 mol) were dissolved in 40 ml of acetone.

[0041] (2) 2-bromoisobutyryl bromide (0.0528 mol) was added to the solution obtained in (1), and the primary hydroxyl group on polyhydroxyethyl acrylate was esterified (0.0106 mol) at 0°C.

[0042] (3) The reaction temperature was slowly raised to ambient temperature and the esterification was continued for 19 h. During the esterification process, the polymer precipitated from acetone was separated by filtration and dialyzed.

[0043] (4) Finally, the purified polymer was frozen and dried in water for 24 hours to obtain brominated polyhydroxyethyl acrylate (pHEA-Br).

[0044] figure 2 It is the molecular reaction formula prepared by brominated polyhydroxyethyl acrylate in embodiment 2. Image 6 (a) is the FTIR spectrum of pHEA before and after grafting 2-bromoisobutyryl bromide. It can be seen from the figure that before g...

Embodiment 3

[0046] (1) Brominated poly(hydroxyethyl acrylate) macroinitiator (0.1g), bpy (0.1386g, 0.887mmol) and MPC (0.8g, 2.67mmol) synthesized in Example 2 were dissolved in 8ml DMF, magnetically stirred After fully mixing evenly, pass high-purity N 2 , bubbling for 40min to reduce the oxygen content.

[0047] (2) CuBr (57.6 mg, 0.4 mmol), CuBr 2 (9.8mg, 0.044mmol) was dissolved in 2ml DMF, after dissolving, quickly added to the solution in step (1), N 2 Bubble for 10 min to further reduce the oxygen content.

[0048] (3) React the solution obtained in (2) in a water bath at 30°C for 12 hours, the concentration of MPC in the mixture is 0.267mol / L, and MPC: CuBr: CuBr 2 :bpy=60:9:1:20.

[0049] (4) After the polymerization reaction is over, open the reaction bottle to terminate the reaction by contacting air, then add DMF, put in a large amount of deionized water for dialysis for 3 days, change the water every 12 hours, and then freeze-dry to obtain a white solid.

[0050] image...

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Abstract

The invention discloses a zwitterionic polymer brush lubricant and a preparation method thereof. The zwitterionic polymer brush lubricant uses hydroxyethyl acrylate as the monomer of the grafted main chain, 2-bromoisobutyryl bromide as the organic halide initiator, and poly-2-methacryloyloxyethylphosphochole Alkalis are used as zwitterionic polyelectrolyte grafted side chains to form lubricating simulants. The zwitterionic polymer brush segment of the present invention can ionize anions and cations in water, destroy the structure of water molecules and thus firmly combine with them to form a firm hydration layer, which lubricates The boundary layer has a high friction bearing capacity and excellent lubricating performance, which can be used to lubricate the bearing interface of artificial joints, articular cartilage and tendon, etc., and reduce friction, wear and adhesion of internal organs.

Description

technical field [0001] The invention belongs to the technical field of bionic lubricants, and relates to a phosphorylcholine zwitterionic polymer brush lubricant based on a hydroxyethyl acrylate main chain and a preparation method thereof. [0002] Background of the invention [0003] Osteoarthritis (OA) is an epidemic disease that destroys the mobility of human joints. The initial symptoms may be only joint pain and swelling, but if not treated in time, it will develop into joint mobility dysfunction and eventually lose joint mobility , seriously affecting the quality of life of patients. [0004] Current treatments for OA include nonsteroidal anti-inflammatory drugs and chondroitin sulfate or glucosamine supplements. However, they have little or no effect on disease progression. The most recent modality for the treatment of OA is intra-articular injection of natural synovial fluid glycosaminoglycans or hyaluronic acid (HA). HA raises the viscosity of the synovial fluid (...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61L31/04A61L31/14C08F265/06C08F230/02
CPCA61L31/048C08F265/06A61L31/14C08F2438/03A61L2400/10
Inventor 熊党生时志兵
Owner NANJING UNIV OF SCI & TECH
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