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Dental adhesive compositions and methods

a technology of dental adhesives and compositions, applied in dental prosthetics, dental impression caps, dentistry, etc., can solve the problem of not achieving adhesion with confiden

Inactive Publication Date: 2009-01-29
SANG JUNJIE +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

"The present invention relates to dental adhesives, specifically self-etching adhesives. The technical effect of this invention is to provide a dental adhesive that simplifies the adhesion between tooth structures and composite resins by reducing the number of steps required for the bonding process. The adhesive contains polymerizable acidic monomers that can self-etch, and a one-bottle / two-step approach is used to combine priming and etching. The use of a self-etching adhesive reduces the time and effort required for the bonding process."

Problems solved by technology

It is apparent that it takes time in many bonding steps to accomplish such handling and that no adhesion with confidence is attained.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

1P-SEA Example 1

[0091]A mixture comprising 3.3 parts by weight of 4-methacryloxyethyltrimellitic anhydride (4-META), 13.3 parts by weight of dipentaerythritol pentaacrylate phosphoric acid ester (PENTA), 6.7 parts by weight of 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHPMA), 3.3 parts by weight of triethyleneglycoldimethacrylate (TEGMA), 10.9 parts by weight of 1,6-Bis(methacryloyloxyethoxycarbonylamino)-2,4,4-trimethylhexane (UDMA), 1.7 parts by weight of trimethylolpropane trimethacrylate (TMPTMA), 1.7 parts by weight of diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, 0.13 part by weight of butylated hydroxytoluene, 42.3 parts by weight of acetone and 16.7 parts by weight of deionized water were prepared. The dentin and enamel bond strength was measured 22.4 MPa and 33.8 MPa, respectively. The thermal cycled (1800 cycle, between 55 / 5° C.) composite to dentin and enamel bond strength was measured 25.5 MPa and 25.9 MPa, respectively, without separate etching step. The more exc...

example 2

1P-SEA Example 2

[0092]A mixture comprising 25.0 parts by weight of dipentaerythritol pentaacrylate phosphoric acid ester (PENTA), 7.9 parts by weight of 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHPMA), 5.5 parts by weight of 2-hydroxyethyl methacrylate (HEMA), 10.9 parts by weight of 1,6-Bis (methacryloyloxyethoxycarbonylamino)-2,4,4-trimethylhexane (UDMA), 1.7 parts by weight of trimethylolpropane trimethacrylate (TMPTMA), 1.7 parts by weight of diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, 0.13 part by weight of butylated hydroxytoluene, 42.3 parts by weight of acetone and 16.7 parts by weight of deionized water were prepared. The dentin and enamel bond strength was measured 21.4 MPa and 26.3 MPa, respectively. The thermal cycled (1800 cycle, between 55 / 5° C.) composite to dentin and enamel bond strength was measured 21.1 MPa and 28.3 MPa, respectively, without separate etching step.

example 3

1P-SEA Example 3

50° C. Accelerated Storage Stability Test of Two Representative Formulations

[0093]

TABLE 1SEA formulations and bond strengthFormulationHL2-5HL2-7Component% wt% wtPENTA25.020.04-META03.3AHPMA7.90HEMA03.3UDMA3.59.9TMPTMA1.71.7L-TPO1.71.7BHT0.130.13Acetone41.743.3Water18.316.7SUM100100Dentin SBS0 week 50° C.21.4 (3.9)22.4 (5.2)(MPa):2 week 50° C.17.8 (5.8)14.2 (4.2)mean (SD)3 week 50° C.17.6 (6.4)21.8 (0.7)4 week 50° C. 8.2 (2.2)14.8 (2.1)Enamel SBS0 week 50° C.26.3 (4.6)33.8 (3.1)(MPa):2 week 50° C. 30.6 (11.1)19.7 (3.1)mean (SD)3 week 50° C. 29.4 (12.0)24.2 (9.0)4 week 50° C.14.4 (4.1)12.8 (7.8)

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PUM

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Abstract

Two-part and one-part self-etching dental adhesives containing polymerizable acidic monomers. Methods include one-coat application without need for tooth etching.

Description

RELATED APPLICATION[0001]This application is a continuation of U.S. patent application Ser. No. 11 / 899,124 having a filing date of Sep. 4, 2007 which is a continuation of U.S. patent application Ser. No. 10 / 844,628 having a filing date of May 13, 2004 which claims the benefit of Provisional Application No. 60 / 469,938 filed on May 13, 2003.TECHNICAL FIELD[0002]The present invention generally relates to dental adhesives. More particularly the invention relates to self-etching adhesives. Specifically the invention relates to adhesives containing polymerizable acidic monomers.BACKGROUND OF THE INVENTION[0003]Table of Abbreviations Used HereinAbbreviationFull term4-META4-methacryloxyethyltrimellitic AnhydrideAHPMA3-(Acryloyloxy)2-hydroxypropyl methacrylateBHTButylated HydroxytolueneBMAPBis(2-methacryloxyethyl) phosphateCAFCetylamine HydrofluorideCQCamphorquinoneDHEPTDihydroxylethyl-p-toluidineDMABADimethylaminobenzoic acidDMABNDimethylaminobenzonitrileEDAB4-ethyldimethylaminbenzoateEGMPE...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K6/00A61K6/083
CPCA61K6/0023A61K6/083C08L33/04C08L75/16A61K6/30A61K6/887
Inventor SANG, JUNJIELIU, HUAIBINGWANG, XIULING
Owner SANG JUNJIE
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