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APPLICATION OF CLICK CHEMISTRY IN THE DEVELOPMENT OF NOVEL DENTAL ADHESIVES

点击化学在新型牙科粘合剂开发中的应用

基本信息

批准号：
7939306
负责人：
Zhonghua Peng
金额：
$ 45万
依托单位：
UNIVERSITY OF MISSOURI KANSAS CITY
依托单位国家：
美国
项目类别：
财政年份：
2010
资助国家：
美国
起止时间：
2010-03-01 至 2013-09-28
项目状态：
已结题

来源：
https://reporter.nih.gov/project-details/7939306
关键词：
Address Adhesives Affect Aldehydes Arts Chemical Structure Chemicals Chemistry Collagen Collagen Fibril Communities Composite Resins Copper Coupling Dental Amalgam Dentin Development Ensure Environment Esthetics Expenditure Failure Foundations Goals Health Healthcare Human Image Imaging Techniques Infiltration Lead Link Longevity Mechanics Penetration Performance Plant Resins Play Polymers Property Public Health Reaction Research Role Series Solvents Spectroscopy, Fourier Transform Infrared Structure Swelling Techniques Tensile Strength Testing Time Tooth structure United States Ursidae Family Work aqueous base composite restoration cost crosslink dental adhesive design functional group hydrophilicity improved innovation methacrylamide monomer new technology novel polymerization premature public health relevance restoration restorative dentistry seal small molecule sound stem

项目摘要

DESCRIPTION (provided by applicant): The scientific objective of this proposal is to develop judiciously designed novel monomers which when formulated into a dental adhesive will drastically improve the adhesive/dentin bonding, thus significantly extending the longevity of resin-based tooth restorations. Click chemistry plays an essential role in the design and synthesis of the targeted novel monomers as the modular synthetic approach centers on the ability of click chemistry to link organic components together selectively and efficiently under mild conditions without affecting sensitive functional groups carried by each organic component. The proposed research stems from the critical challenge long facing restorative dentistry: dental restorations based on composite resins have a prohibitively high failure rate. One primary reason for the premature failure is the lack of a tight and long-lasting seal between the composite resin and the underline dentin. The inability of the current state-of-the-art dental adhesives to form a tight adhesive/dentin (a/d) seal is due to three major factors. First, the bonding between resin and dentin collagen, which relies on the infiltration and subsequent entanglement of resin polymers with exposed collagen fibrils, is poor. The micromechanical interlocking mechanism is intrinsically problematic as insufficient penetration, incomplete polymerization and solvent swelling all prohibit the formation of a tight a/d bonding. Second, the stability and mechanical strength of the exposed/unprotected dentin collagen is often low. When the foundation to which composite resins adhere is itself shaky, achieving long-lasting restoration is not just challenging, but impossible. Third, the strength of infiltrated resin polymers is usually poor due chiefly to the incomplete polymerization of current monomers under aqueous environment. In this proposal, novel monomers designed to address all three critical issues simultaneously will be synthesized using "click chemistry". Such monomers have the following unique features: 1) They have a number of hydrolytically stable polymerizable methacrylamide groups, ensuring high monomer/polymer conversion; 2) They include protected aldehyde groups which can be hydrolytically deprotected and subsequently crosslink exposed collagen, thus significantly enhancing the collage biostability and mechanical strength; 3) Hydrolytic deprotection of aldehydes yields hydrophilic resin branches, which facilitate resin permeation to hydrated collagen and produces no breakaway small molecules; and 4) Crosslinked collagen is covalently bonded to resin, creating a tight and stable a/d bond. Innovative techniques, including FTIR and micro-Raman chemical imaging, tensile strength testing, etc will be utilized to thoroughly characterize how the newly designed monomer-based adhesives polymerize and interact with dentin. The goal is not only to confirm that the design principles and the synthesized monomers work, but also to gain deep understanding into how and why they do. PUBLIC HEALTH RELEVANCE: The proposed research, if successfully carried out, will significantly increase the lifetime of resin based tooth restorations, thus positively impact the public health. It will also benefit the environment as the resin based restoration will gain additional advantage over amalgam.

描述（由申请人提供）：该提案的科学目标是开发精心设计的新型单体，当将其配制成牙科粘合剂时，将极大地改善粘合剂/牙本质的粘合，从而显着延长树脂基牙齿修复体的寿命。点击化学在目标新型单体的设计和合成中发挥着重要作用，因为模块化合成方法的核心是点击化学在温和条件下选择性有效地将有机组分连接在一起而不影响每个有机组分携带的敏感官能团的能力。拟议的研究源于修复牙科长期面临的关键挑战：基于复合树脂的牙科修复体的失败率极高。过早失效的一个主要原因是复合树脂和下线牙本质之间缺乏紧密且持久的密封。当前最先进的牙科粘合剂无法形成紧密的粘合剂/牙本质（a/d）密封是由于三个主要因素。首先，树脂和牙本质胶原蛋白之间的结合很差，这种结合依赖于树脂聚合物与暴露的胶原纤维的渗透和随后的缠结。微机械联锁机制本质上是有问题的，因为渗透不足、聚合不完全和溶剂溶胀都会阻碍紧密的 a/d 键合的形成。其次，暴露/未保护的牙本质胶原蛋白的稳定性和机械强度通常较低。当复合树脂所粘附的基础本身摇摇欲坠时，实现持久的修复不仅具有挑战性，而且是不可能的。第三，渗透树脂聚合物的强度通常较差，这主要是由于现有单体在水环境下聚合不完全所致。在该提案中，将使用“点击化学”合成旨在同时解决所有三个关键问题的新型单体。此类单体具有以下独特的特点： 1）它们具有多个水解稳定的可聚合甲基丙烯酰胺基团，确保较高的单体/聚合物转化率； 2）它们含有受保护的醛基，可以水解脱保护，随后交联暴露的胶原蛋白，从而显着增强胶原蛋白的生物稳定性和机械强度； 3) 醛类水解脱保护，产生亲水性树脂支链，有利于树脂渗透到水合胶原蛋白中，且不会产生脱离的小分子； 4) 交联胶原蛋白与树脂共价结合，形成紧密且稳定的 a/d 键。将利用包括 FTIR 和显微拉曼化学成像、拉伸强度测试等在内的创新技术来彻底表征新设计的单体粘合剂如何聚合并与牙本质相互作用。目标不仅是确认设计原理和合成单体的工作原理，而且是深入了解它们如何工作以及为何工作。公共卫生相关性：拟议的研究如果成功进行，将显着延长树脂牙齿修复体的使用寿命，从而对公众健康产生积极影响。它还将有利于环境，因为树脂基修复体将比汞合金获得更多优势。