Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions.

Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Research Abstract Details 

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Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Abstract Text:

Kunio Ikemura,Franklin R Tay,Nonrihiro Nishiyama,David H Pashley,Takeshi Endo,

The aims of this study were to synthesize new phosphonic acid monomers, and to examine their bonding performance. Four kinds of newly designed phosphonic acid monomers were synthesized, and seven experimental composite-type adhesive resins comprising the synthesized monomers (3 wt%), with BPO/DEPT/BPBA initiator were prepared. Tensile bond strengths of the adhesive resins to enamel and metal were measured with a universal testing machine at a crosshead speed of 1.0 mm/ min. The synthesized adhesive monomers were light yellow viscous liquids with 32.5%-49.3% yields, and identified by 1H NMR, IR and elemental analysis to be (meth)acryloxyalkyl 3-phosphonopropionates [R-P(=O) (OH)2] (5-MPPP, 6-MHPP, 6-AHPP, 10-MDPP). It was found that the newly developed phosphonic acid monomers with BPO/DEPT/BPBA initiator attained strong adhesion to both unetched, ground enamel and sandblasted Ni-Cr alloy with good durability. They exhibited significantly higher bond strengths than conventional phosphorous-containing monomers such as MEPP and VBPA (p <0.01). These findings indicate that the experimental phosphonic acid monomer-containing adhesive resins have potential prosthodontic and orthodontic applications, especially as self-etching, non-rinsing orthodontic adhesive resins.

Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Publishing Authors By Initials

K Ikemura,FR Tay,N Nishiyama,DH Pashley,T Endo,

For similar biomechanics: tensile strength research abstracts see: biomechanics: tensile strength research

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Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: Dental materials journal

VOLUME: 25

Page Numbers: 566-75

Journal Abbreviation:

ISSN: 0287-4547

DAY: 3

MONTH: Sep

YEAR: 2006

Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Information

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LANGUAGE: eng

NlmUniqueID: 8309299

Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Keywords Mesh Terms:

KEYWORDS: Tensile Strength

MESH TERMS: chemistry

Chemical & Substance for Abstract: Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions. Information

Substance Name: methacryloyloxydecyl dihydrogen phosphat

Registry Number: 85590-00-7

Grant and Affiliation Information for Design of new phosphonic acid monomers for dental adhesives--synthesis of (meth) acryloxyalkyl 3-phosphonopropionates and evaluation of their adhesion-promoting functions.

AFFILIATION: Department of Research and Development, Shofu Inc, Kyoto, Japan. k-ikemura@shofu.co.jp

Country: Japan

AGENCY: United States NIDCR

GRANT: R01 DE014911

ACRONYM: DE

MEDLINETA: Dent Mater J

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