The use of N-phenylglycine in a dental adhesive system

Chen, Ruey-Song; Bowen, R.L.

doi:10.1163/156856189x00047

Cited by 12 publications

(4 citation statements)

References 5 publications

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“…Data scatter was consistent with indi vidual tooth variability, as expected (Chen and Bowen, 1989). From the original data set, a subset was created that included concentrations high enough to promote mean adhesive strength values statistically greater than zero for all three N-compounds.…”

Section: Methodssupporting

confidence: 53%

“…1) was shown to be an efficient surface-active compound for use in step two ofthe three-step bonding protocol (Chen and Bowen, 1989). Johnston et al (1989) reported tensile bond strengths (TBS) for a wide variety of NPG-type amino acids which indicated that steric and electronic effects could play significant roles in the overall bonding mechanism.…”

Section: Introductionmentioning

confidence: 99%

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Molar Efficiency Study of Chlorinated NPG Substitutes in Dentin Bonding

1993

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This study evaluated and compared the contributions to dentin adhesive bonding of three N-phenylglycine analogues with electron-withdrawing substituents on the aromatic ring. These electron-deficient "N-compounds" included: N-(4-chlorophenyl)-glycine (NCPG), N-methyl-N-(4-chlorophenyl)-glycine (NMNCPG), and N-(3,4-dichlorophenyl)-glycine (NDCPG). An experimental three-step dentin-bonding protocol that consisted of sequential application of acidic ferric oxalate solution, an N-compound in acetone, and a surface-active comonomer in acetone was used. The first and third steps were held constant throughout the study. Each N-compound (NCPG, NMNCPG, NDCPG) was used in step two at ten concentrations ranging from 0.0 mol/L (pure acetone) to 5 x 10(-1) mol/L, depending on solubility. After overnight storage in distilled water, the dentin-to-composite bonds were broken in tension. The data were analyzed with ANOVA, and multiple comparisons were performed with Duncan's Multiple Range test. All statistical tests were controlled at alpha = 0.05. At 5 x 10(-3) mol/L, the relative effectiveness of the three N-compounds (as measured by tensile bond strengths) was NMNCPG > NCPG > NDCPG. Of all concentrations studied, the mean bond strengths produced with NMNCPG were statistically as good as or better than those produced by the other two compounds, and NCPG was always as good as or better than NDCPG. Increased electron-withdrawing from the nitrogen of the amine group by the substituents narrowed the effective concentration range for dentin bonding and, in general, produced lower mean bond strengths between dentin and composite.

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Section: Methodssupporting

confidence: 53%

Section: Introductionmentioning

confidence: 99%

Molar Efficiency Study of Chlorinated NPG Substitutes in Dentin Bonding

1993

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“…Data scatter was consistent with individual tooth variability, as expected (Chen and Bowen, 1989). Bond strength measurements that resulted in cohesive fracture of the composite material above the iris were excluded from the analyses.…”

Section: Preliminary Experiments #2mentioning

confidence: 66%

“…The production of strong adhesive bonds between dentin and dental composite has been achieved by the sequential application of three solutions to the dentin surface: (1) ferric oxalate in aqueous nitric acid (HNO3) or just dilute aqueous HNO3; (2) N-phenylglycine in acetone; and (3) an acetone solution of the multifunctional surface active monomer, 1,4-di[2'-(2'-methyl-2'-propenate)ethyl]phthalate-2,5-dicarboxylic acid (para-PMDM), the adduct of pyromellitic dianhydride and 2-hydroxyethyl methacrylate (Bowen et al, 1982;Chen and Bowen, 1989). The ferric oxalate/HNO3 conditioner acts as both an etchant and a mordanting agent in modifying the dentin surface while obturating the lumina of dentinal tubules with insoluble reaction products (Blosser and Bowen, 1988;Cobb et al, 1989).…”

Section: Introductionmentioning

confidence: 99%

N-phenyliminodiacetic Acid as an Etchant/Primer for Dentin Bonding

et al. 1997

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Effective composite-to-dentin bonding has been achieved by the sequential use of dilute aqueous nitric acid (HNO3) and acetone solutions of N-phenylglycine and a carboxylic acid monomer, e.g., p-PMDM. Both the HNO3 pre-treatment and the surface-initiated polymerization that results from reaction of infused N-phenylglycine and PMDM have been identified as key elements of this bonding system. In this study, N-phenyliminodiacetic acid, a unique imino acid derivative with acidic and chelating potential, was evaluated as a dual etchant/primer for dentin bonding. A randomized, 2(3) factorial design was used to study the effects of 3 factors on tensile bond strength (TBS): conditioner (HNO3 vs. no HNO3), primer (N-phenylglycine vs. N-phenyliminodiacetic acid), and primer solvent (acetone vs. acetone:H2O). The three-step protocol consisting of HNO3, N-phenylglycine in acetone, and PMDM in acetone served as the control. The hypothesis tested was that N-phenyliminodiacetic acid could act as both an effective conditioner (i.e., etchant) and as a primer. Two-step protocols that included only N-phenyliminodiacetic acid and PMDM were compared with the control. TBS (n = 10 per group) were determined after 24-hour storage in H2O and analyzed by ANOVA and Duncan's Multiple Range test. Primer solvent was critical for obtaining significant bonding to dentin when HNO3 was omitted. N-phenyliminodiacetic acid in acetone without prior HNO3 etching gave the lowest ranking mean TBS (95% CI, 3.8 +/- 1.9 MPa). In contrast, the mean TBS obtained from samples treated with N-phenyliminodiacetic acid in acetone:H2O without prior HNO3 etching was not statistically different (p > 0.05) from the mean TBS for the control (95% CI, 9.3 +/- 1.8 and 9.8 +/- 1.9 MPa, respectively). Due to its dual function as etchant and primer, N-phenyliminodiacetic acid in acetone:H2O provides for a simplified bonding technique that yields strong, PMDM-mediated adhesion to dentin.

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Amino‐Acid‐Derived Emerging Sensor for Detection of S²⁻ Ion and MeOH Percentage in MeOH‐H₂O Mixture

et al. 2020

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Designing fluorescent probes and its metal‐organic materials getting attention due to their fascinating utility in several fields from material to biology. Here, we synthesized N‐phenyl glycine substituted four new fluorescent probes viz. (2‐cyanophenyl)glycine [HL1], (5‐chloro‐2‐cyanophenyl)glycine [HL2], (4‐chloro‐2‐cyanophenyl)glycine [HL3], (2‐cyano‐3‐fluorophenyl)glycine [HL4] and investigated its properties through spectroscopic techniques. Out of all probes, HL1 displayed non‐emissive nature in the presence of water and uniquely detect the percentage of methanol in the methanol‐water mixture or vice‐versa out of the different solvent‐water mixture with the help of fluorometric technique. Furthermore, cobalt complex [Co(L1)(phen)2]ClO4 (C1) with distorted octahedral geometry has been synthesized by using HL1. The emissive nature of the complex C1 was further utilized for the selective sensing of S2− ion in the DMSO‐water mixture by quenching the fluorescence with a detection limit of 4.8 μM. The selective solvent percentage detection and anion sensing illustrate the potential efficacy of the designed sensors for analytical intent.

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The use of N-phenylglycine in a dental adhesive system

Cited by 12 publications

References 5 publications

Molar Efficiency Study of Chlorinated NPG Substitutes in Dentin Bonding

Molar Efficiency Study of Chlorinated NPG Substitutes in Dentin Bonding

N-phenyliminodiacetic Acid as an Etchant/Primer for Dentin Bonding

Amino‐Acid‐Derived Emerging Sensor for Detection of S²⁻ Ion and MeOH Percentage in MeOH‐H₂O Mixture

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The use of N-phenylglycine in a dental adhesive system

Cited by 12 publications

References 5 publications

Molar Efficiency Study of Chlorinated NPG Substitutes in Dentin Bonding

Molar Efficiency Study of Chlorinated NPG Substitutes in Dentin Bonding

N-phenyliminodiacetic Acid as an Etchant/Primer for Dentin Bonding

Amino‐Acid‐Derived Emerging Sensor for Detection of S2− Ion and MeOH Percentage in MeOH‐H2O Mixture

Contact Info

Product

Resources

About

Amino‐Acid‐Derived Emerging Sensor for Detection of S²⁻ Ion and MeOH Percentage in MeOH‐H₂O Mixture