Posts Tagged ‘UDMA’

PRODUCT SPOTLIGHT: Urethane Dimethacrylate

Monday, June 10th, 2013
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Synonyms

Item Code: X-850-0000
Product Name: Urethane Dimethacrylate, UDMA, DUDMA, diurethane dimethacrylate
INCI: Di-HEMA Trimethylhexyl Dicarbamate

Our Urethane Dimethacrylate is a mix of isomers and is often used in light-cure systems. As a homopolymer, UDMA cures to form a hard, glassy surface that is low in color and bisphenol A free!  Various urethane dimethacrylates have been used in anaerobic adhesive applications. This material has also been referred to as diurethane dimethacrylate, DUDMA as well as Di-HEMA Trimethylhexyl Dicarbamate.

 

Performance Properties:

  • Fast curing
  • Low color
  • Customizable to meet your application

Typical Applications:

  • Light-curable, Dental Composite Base Resin
  • Predominant resin in UV-curable nail gels
  • Component in Anaerobic Adhesives
  • Energy-curable coatings

 

**** Contact Us FOR MORE INFORMATION OR SAMPLES! ****

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Urethane Dimethacrylate used in Rapid Prototyping Application

Thursday, October 13th, 2011
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Characterization of a nanoparticle-filled resin for application in scan-LED-technology

Eva Kolb, Claudia Kummerlöwe and Martin Klare

Volume 22, Number 10, 2165-2173, DOI: 10.1007/s10856-011-4411-7

Abstract

Scan-LED-technology is a new rapid prototyping technique with increasing applications in the production of custom-made medical products. The present work is dealing with the examination of a silica/urethandimethacrylate (UDMA) nanocomposite for application in scan-LED-technology. The use of specific LED in a photo-DSC unit enables the simulation of crucial parameters of nanoparticle-filled resins for their application in scan-LED-technology. The conversion of double bonds during the curing reaction and the rate of conversion were studied as a function of radiation intensity, silica nanoparticle content, and silanization of the nanoparticles with 3-methacryloyloxypropyl-trimethoxysilane (MPTMS). The conversion of double bonds is increasing with increasing radiation intensity. The increasing conversion of the nanoparticle-filled resins is discussed as a combined effect of increasing nanoparticle content, alternated initiator/double bond ratio and increasing radiation intensity. A significant dependence of the reaction rate on nanoparticle content could not be found. Only for the unfilled resin, the rate was increasing at higher radiation intensities. The influence of residual solvent on conversion and rate of reaction was also analyzed. TGA measurements combined with FTIR were used to study the silanization of the nanoparticles. The silane layer thickness on the surface of the silica nanoparticles was determined.
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BisGMA – UDMA Composite with Nanosilica Fibers

Tuesday, March 29th, 2011
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Synthesis of Nanosilica Fillers for Experimental Dental Nanocomposites and Their Characterisations
Tuan Noraihan Azila Tuan Rahim1, Dasmawati Mohamad1*, Abdul Rashid Ismail1 and Hazizan Md Akil2

1School of Dental Sciences, Universiti Sains Malaysia,
2School of Material and Mineral Resources Engineering, Universiti Sains Malaysia

MATERIALS:

Tetraethyorthosilicate (TEOS), absolute ethanol, ammonia,  γ-methacryloxypropyl-trimethoxysilane (γ-MPS), acetic acid (CH3COOH), bisphenol A glycidyl methacrylate (BisGMA, Esstech), diurethane dimethacrylate (UDMA), triethylene glycol dimethacrylate (TEGDMA), camphorquinone (CQ), (2-dimethylaminoethyl) methacrylate (DMAEMA) and distilled water were used in this work. The chemicals were employed without any further purification.

ABSTRACT:

The aim of this study was to synthesise nanosilica fillers for use in the fabrication of experimental dental nanocomposites and to evaluate their properties,  including surface and mechanical properties. Monodispersed, spherical silica nanoparticles were synthesised via a sol-gel process, and a size range of 10–20 nm was obtained. Surface treatment of the nanosilica was carried out with the silane coupling agent γ-methacryloxypropyltrimethoxysilane (MPS) to reduce agglomeration of nanosilica. Experimental dental nanocomposites with two different filler contents, 30 and 35 wt%, were fabricated and polymerised with a light curing unit for 40 s. The surface morphology, surface roughness, flexural strength and elastic modulus were evaluated and compared. A nanocomposite with 35% filler content showed higher filler compaction, lower surface roughness and higher elastic modulus than a nanocomposite filled with 30% filler. However, the nanocomposite filled with 30% filler content showed higher flexural strength. Based on the results obtained, the synthesised nanosilica is a promising material for the fabrication of dental nanocomposites for tooth-filling applications.



LINK:  http://web.usm.my/jps/22-1-11/22.1.6.pdf


Journal of Physical Science, Vol. 22(1), 93–105, 2011
© Penerbit Universiti Sains Malaysia, 2011

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Properties of UDMA and Bis-GMA based Composites

Monday, February 28th, 2011
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Hydrogen bonding interactions in methacrylate monomers and polymers

Marianela T. Lemon, Melissa S. Jones, Jeffrey W. Stansbury
Department of Craniofacial Biology, University of Colorado School of Dentistry, Aurora, Colorado 80045

ABSTRACT

It is well appreciated that hydrogen bonding affects a variety of monomer and polymer properties. This study focused on Bis-GMA and urethane dimethacrylate (UDMA) to help elucidate how the strength and nature of
specific noncovalent interactions involved with these different functional dimethacrylate structures are expressed in the monomers and polymers. Hydrogen bonding interactions in monomers and comonomer mixtures as well as in appropriate model compounds were examined by FT-IR under ambient conditions, at elevated temperatures and in dilution studies. The investigation of hydrogen bonding extended to monomer viscosity, photopolymerization reaction kinetics, and polymer mechanical properties.

CONCLUSION

The strength of hydrogen bonding was shown not only to be greater for Bis-GMA compared with UDMA, but there is also greater contribution from intermolecular interactions that enhance the hydrogen bonding effects. While UDMA-based polymers reach significantly higher levels of conversion compared with Bis-GMA materials, the stronger hydrogen bonding reinforcement associated with Bis-GMA appears to provide for comparable mechanical strength properties. Depending on the hydrogen bond donor functionality of a monomer as well as its neighboring functional groups, overall monomer structure and comonomers used, hydrogen bonding can favorably affect polymerization reactivity and mechanical properties, even in materials that form highly crosslinked polymeric networks.


Wiley Periodicals, Inc. J Biomed Mater Res 83A: 734–746,2007

Link:  http://onlinelibrary.wiley.com/doi/10.1002/jbm.a.31448/abstract



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PMGDM / UDMA Used in Remineralization Applications

Friday, September 10th, 2010
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Effects of adhesive, base and diluent monomers on water sorption and conversion of experimental resins

Sabine H. Dickens, Glenn M. Flaim, Cynthia J.E. Floyd

Dental Materials Volume 26, Issue 7, Pages 675-681 (July 2010)

Objectives: To establish the relationship of resin composition and resin hydrophilicity (indicated by solubility parameters and logP) to water sorption (WS), solubility, and degree of double bond conversion (DC) of resin mixtures designed for adhesive restoratives by varying the concentration of pyromellitic glycerol dimethacrylate (PMGDM) and various co-monomers.

Methods: Sixteen resin mixtures were prepared with (30–70) mass fraction % PMGDM. At given PMGDM concentrations there were up to five compositions with increasing logP. Polymer disks (13mm×0.7mm) were exposed to 96% relative humidity (RH) to determine water sorption in humid atmosphere (WSH) and subsequently immersed in water for immersion water sorption (WSI) and solubility. DC was assessed by near infrared spectroscopy.

Results: WSI was somewhat higher than WSH, which ranged from (2.1 to 5.3) mass fraction %. Both data were positively correlated to PMGDM concentrations [Pearson correlation, p<0.02; R2=0.74, 0.73 (WSI)] and solubility (R2=0.64), but not to logP. When grouped by structural similarities, i.e., base resins with bisphenol A core (Group B), Group O containing diluent monomers, or Group U containing urethane dimethacrylate, WS within each group was inversely correlated to logP with R2=0.98, 0.81, 0.95, and WS/solubility correlation improved with R2=0.88, 0.92 and 0.75, respectively. Solubility ranging from 0.3% to 2.3% was inversely related to DC (r=−0.872). Conversion ranging from 41% to 81% was lower for resins with high base monomer concentrations and highest in mixtures with UDMA.

Significance: LogP was a good predictor of WS after grouping the resins according to functional, compositional and structural similarities. WS and conversion were reasonably well predicted from Hoy’s solubility parameters and other physical resin properties.

Link:  http://www.demajournal.com/article/S0109-5641%2810%2900066-7/abstract


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UDMA – TEGDMA Viable Resin System for Chlorhexidine Release

Thursday, June 17th, 2010
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Controlled Release of Chlorhexidine from UDMA-TEGDMA Resin

K.J. Anusavice, N.-Z. Zhang and C. Shen

J DENT RES 2006; 85; 950

ABSTRACT
Chlorhexidine salts are available in various formulations for dental applications. This study tested the hypothesis that the release of chlorhexidine from a urethane dimethacrylate and triethylene glycol dimethacrylate resin system can be effectively controlled by the chlorhexidine diacetate content and pH. The filler concentrations were 9.1, 23.1, or 33.3 wt%, and the filled resins were exposed to pH 4 and pH 6 acetate buffers. The results showed that Fickian diffusion was the dominant release mechanism. The rates of release were significantly higher in pH 4 buffer, which was attributed to the increase of chlorhexidine diacetate solubility at lower pH. The higher level of filler loading reduced the degree of polymerization, leading to a greater loss of organic components and higher chlorhexidine release rates.

Link:  http://jdr.sagepub.com/cgi/content/abstract/85/10/950


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Bisphenol A Content

Wednesday, June 2nd, 2010
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BisGMA, bisphenol A-glycidyl methacrylate is a common resin that carries trace amounts of BPA.  Bisphenol A (BPA) carries with it various risks recognized by the National Toxicology Program.

It is possible that high doses of bisphenol A during pregnancy and/or lactation can reduce survival, birth weight, and growth of offspring early in life.  BPA has also been shown to have estrogenic effects. *

According to internal analysis, Esstech’s bisGMA, Product Code X-950-0000, has one of the lowest BPA concentrations in the industry.

BPA Chart

EASE OF FORMULATION

To simplify formulations, X-950-0000 is available in pre-mixed solutions with Triethyleneglycol Dimethacrylate (TEGDMA).

BPA-FREE ALTERNATIVES

Esstech is constantly striving to provide customers with the most up-to-date and novel materials.  The f0llowing are resin “alternatives” that do not contain BPA.

X-850-0000, Urethane Dimethacrylate

  • Cures to create a hard glassy surface
  • Low color values
  • Excellent compatibility with light cure systems

X-726-0000, Extended UDMA

  • Increased flexibility
  • Enhanced fracture toughness

Esstech is constantly striving to provide customers with the most up-to-date and novel materials.  Contact us if you would like to discuss a certain material or to hear what we have in development.

* NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Bisphenol A.  National Toxicology Program, U.S. Department of Health and Human Services.  NIH Publication No. 08-5994, September 2008.


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BisGMA:TEGDMA:UDMA Composites Present Optimal Conversion and Mechanical Properties.

Friday, May 21st, 2010
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Bis-GMA  co-polymerizations: Influence on conversion, flexural properties, fracture toughness and susceptibility to ethanol degradation of experimental composites

Carmem S. Pfeifer, Laura R. Silva, Yoshio Kawano, Roberto R. Braga

Dental Materials Volume 25, Issue 9, Pages 1136-1141 (September 2009)

Objectives

The aim of this study was to evaluate the influence of monomer content on fracture toughness (KIc) before and after ethanol solution storage, flexural properties and degree of conversion (DC) of bisphenol A glycidyl methacrylate (Bis-GMA) co-polymers.

Methods

Five formulations were tested, containing Bis-GMA (B) combined with TEGDMA (T), UDMA (U) or Bis-EMA (E), as follows (in mol%): 30B:70T; 30B:35T:35U; 30B:70U; 30B:35T:35E; 30B:70E. Bimodal filler was introduced at 80wt%. Single-edge notched beams for fracture toughness (FT, 25mm×5mm×2.5mm, a/w=0.5, n=20) and 10mm×2mm×1mm beams for flexural strength (FS) and modulus (FM) determination (10mm×2mm×1mm, n=10) were built and then stored in distilled water for 24h at 37°C. All FS/FM beams and half of the FT specimens were immediately submitted to three-point bending test. The remaining FT specimens were stored in a 75%ethanol/25%water (v/v) solution for 3 months prior to testing. DC was determined with FT-Raman spectroscopy in fragments of both FT and FS/FM specimens at 24h. Data were submitted to one-way ANOVA/Tukey test (α=5%).

Results

The 30B:70T composite presented the highest KIc value (in MPam1/2) at 24h (1.3±0.4), statistically similar to 30B:35T:35U and 30B:70U, while 30B:70E presented the lowest value (0.5±0.1). After ethanol storage, reductions in KIc ranged from 33 to 72%. The 30B:70E material presented the lowest reduction in FT and 30B:70U, the highest. DC was similar among groups (69–73%), except for 30B:70U (52±4%, p<0.001). 30B:70U and 30B:35T:35U presented the highest FS (125±21 and 122±14MPa, respectively), statistically different from 30B:70T or 30B:70E (92±20 and 94±16MPa, respectively). Composites containing UDMA or Bis-EMA associated with Bis-GMA presented similar FM, statistically lower than 30B:35T:35U.

Significance

Composites formulated with Bis-GMA:TEGDMA:UDMA presented the best compromise between conversion and mechanical properties.

This version was accepted March 23, 2009.

Link, http://www.demajournal.com/article/S0109-5641%2809%2900162-6/abstract


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X-726-0000 Serves as HEMA Alternative and Improves Degree of Conversion

Wednesday, March 31st, 2010
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Polymerization Shrinkage and Stress Development in Amorphous Calcium Phosphate/Urethane Dimethacrylate Polymeric Composites

J.M. Antonucci, W.F. Regnault, and D. Skrtic

Journal of Composite Materials, Feb 2010; vol. 44: pp. 355 – 367. DOI: 10.1177/0021998309345180

Abstract: This study explores how substituting a new high molecular mass oligomeric poly(ethylene glycol) extended urethane dimethacrylate (UDMA) (PEG-U) for 2-hydroxyethyl methacrylate (HEMA) in photo-activated UDMA resins affects degree of vinyl conversion (DC), polymerization shrinkage (PS), stress development (PSSD) and biaxial flexure strength (BFS) of their amorphous calcium phosphate (ACP) composites. The composites were prepared from four types of resins (UDMA, PEG-U, UDMA/HEMA, and UDMA/PEG-U) and zirconia-hybridized ACP. Introducing PEG-U improved DC, while not adversely affecting PS, PSSD, and the BFS of composites. This improvement in DC is attributed to the long, more flexible structure between the vinyl groups of PEG-U and its higher molecular mass compared to poly(HEMA). The results imply that PEG-U has the potential to serve as an alternative to HEMA in dental and other biomedical applications.

…material research program supported by FDA, NIST, and ADAF. Generous contribution of UDMA, PEG- U, and HEMA monomers from Esstech, Essington, PA, USA, is gratefully acknowledged. Polymerization Shrinkage and Stress in ACP Composites 365 The authors also…

This version was published on February 1, 2010

Link: http://jcm.sagepub.com/cgi/content/abstract/44/3/355


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Camphorquinone Decomposition Rates Vary Among UDMA and BisGMA/TEGDMA Formulations

Thursday, March 18th, 2010
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Photobleaching of camphorquinone during polymerization of dimethacrylate-based resins

Silvana Asmusen, Gustavo Arenas, Wayne D. Cook, Claudia Vallo

Dental Materials, December 2009 (Vol. 25, Issue 12, Pages 1603-1611)

Abstract: Objective: The aim of this study was to compare the photobleaching rate of CQ in different dental resins. Methods: The photodecomposition rate of CQ/amine system in bis-GMA/TEGDMA, bis-EMA and UDMA polymerizing monomers was evaluated at different light intensities. The photobleaching of the CQ was studied by monitoring the decrease in light absorption as a function of continuous irradiation time. The absorption changes were assessed by recording the transmitted light that passed through samples of monomers containing CQ/amine. Results: Complete photobleaching of CQ was observed in all the monomer tested and the rate constant for the photobleaching was proportional to the radiation intensity. Hydrogen abstraction from amines by the excited CQ state via electron transfer and direct hydrogen abstraction from monomer structures were involved in the CQ photoreduction. CQ was photobleached in the absence of coinitiator in a dimethacrylate monomer containing a carbamate functional group (UDMA). This behavior was attributed to the presence of labile hydrogen atoms in the UDMA monomer. The CQ photobleaching rate constant in UDMA containing CQ/amine was similar to that in UDMA in the absence of amine. Moreover, the efficiency of CQ to photoinitiate the polymerization of UDMA in the absence of amine demonstrated that the radicals derived from the UDMA monomer via hydrogen abstraction are highly reactive toward double bonds.

Significance: CQ photoinitiates the polymerization of the UDMA monomer in the absence of amine and the efficiency of this process is comparable to that of traditional bis-GMA and bis-EMA monomers activated with CQ/amine.

Link:  http://www.demajournal.com/article/S0109-5641(09)00285-1/abstract


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