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BHAVYA
DEPARTMENT OF CNSERVATIVE DENTISTRY
CONTENTS
INTRODUCTION
HISTORY
CLASSIFICATION
PROPERTIES OF DENTAL POLYMERS
POLYMERISATION REACTION
STAGES OF POLYMERIZATION
DENTAL RESINS
APPLICATION OF DENTAL RESINS
CONCLUSION
INTRODUCTION
-Resins are compositions of either monomers or macromolecules blended with other
components to provide a material with a useful set of properties.
-Monomer resins are useful in dentistry because they can be shaped and moldedand then
transformed to a solid to take on a permanent shape when they polymerize.
HISTORY
Prior to 1900 -“plastic” materials were developed from natural resins or exudates and
tissues from plants, animals, and insects.
-Shellac
-Guttapercha-Dr William Montomeriefirst introduced gutta-percha
-Natural Rubber (1735)-natural resin exuded from specific trees & has a repetitive
polyisoprenestructure.
-1853-first denture base was constructed from
Vulcanite.
From vulcanite to vinyl, a history of resins in restorative dentistry, Journal of Prosthetic
dentistry, 2001
1910-1950-
-Vernonite (1936)-polymethylmethacrylate (PMMA), heat-processed material
-Sevitron (1950)-LD Caulk produced first tooth-colored, direct filling for anterior teeth using
the sulfinic acid system.
1950 –Present-
-Bis-GMA or Bowen’s resin-Dr Rafael Bowen introduced high-molecular-weight,
difunctionalmonomer bis-GMA.
-Composite-contain inorganic fillers. The first uses of composite in paste/liquid form were
developed by
Robert Chang in 1969 and Henry Lee in 1970 commercialised as Adaptic.
CLASSIFICATION
BASED ON ORIGIN-
-Natural resin-Cotton, Wool, Rubber
-Synthetic resin-Polyethylene, polyvinyl chloride, Nylon
-Semisynthetic-Cellulose, Rayon, Cellophane, Leather
BASED ON USAGE-
-Plastic
-Elastomers
-FiberEg.-Nylon
-Liquid-Epoxy Resins ( Eg. Adhesives, Sealants)
PROPERTIES OF POLYMERS
MECHANICAL PROPERTIES-DEFORMATION & RECOVERY
Forces produce stresses within polymers that cause materials to deform (i.e., undergo strain).-
•Plasticstrain is irreversibledeformation that can’t be recovered &results in a new, permanent
shape.
•Elasticstrain is reversibledeformation & will be quickly & completely recovered when the
stress is eliminated.
•Viscoelasticstrain is a combination of both elastic and plastic deformation, but only
RHEOMETRIC PROPERTIES-
Involves a combination of elastic and plastic deformation followed by elastic recovery after
the stresses are eliminated.
•Plastic flow: Irreversible strain behaviour that occurs when polymer chains slide over one
another& become relocated within the material, resulting in permanent deformation.
•Elastic recovery: Reversible strain behaviour that occurs in the amorphous regions of
polymers when the randomly coiled chains straighten & then recoil.
Elastic recovery: spring like behaviour (rapid and reversible). Chains uncoil, but they
do not slip past one another because of crystalline regions, entanglements, or crosslinks.
Thus, they recoil completely when unloaded.
• Polymers tend to absorba solvent, swell, and soften rather than dissolve.
• Crosslinking prevents complete chain separation and retards dissolution.
• Elastomers swell more than plastics.
• Absorbed molecules (e.g., water) spread polymer chains apart and facilitate slippage
between chains. This lubricating effect is called plasticization.
THERMOPLASTIC
Soften on heating & harden on cooling.
No chemical change.
Soluble in organic solvents.
. Linear or branched chains
Eg: Acrylic resin
Impression comp.
THERMAL PROPERTIES-
Higher the temperature, softer & weaker the polymer.
THERMOSET
Final product cannot softened by reheating.
Set by chemical reaction.
Insoluble in organic solvents. Cross-linked.
Eg: resin based composites.
Phillip’s Science of Dental Materials, 12 Edition
Polymers with two or more different merunits are called copolymers. The process of the
formation of copolymers is called copolymerization.
Result in formation of polymers with improved mechanical and physical properties.
They show improved impact strength and can modify the adhesive properties of resins as
well as their surface characteristics.
Copolymerization
Phillip’s Science of Dental Materials, 12 Edition
STAGES OF polymerization
Phillip’s Science of Dental Materials, 12 Edition
INDUCTION
Two processes control the induction stage, namely, activation and initiation.
For a polymerization reaction to take place, a source of free radical is required.
Process of activation of free radicals which in turn initiate polymerization.
An initiator is a free radical–forming chemical used to start the polymerization reaction.
An energy source called activator is required to activate the initiator to produce free
radicals.
HEAT ACTIVATION-
-Application of heat (thermal energy) may dissociate the initiator benzoyl peroxide to release
the free radical.
-Between 50°C and 100°C.
CHEMICAL ACTIVATION-
-Two reactants which when mixed together undergo a chemical reaction to generate free
radicals.
-tertiary amine (activator) and benzoyl peroxide (initiator) when mixed together initiate the
polymerization.
LIGHT ACTIVATION-
-Photons from a light source activate the initiator to release free radicals which in turn initiate
the polymerization process.
-UV light in conjunction with a benzoic methyl ether.
Visible light with camphorquinoneand an organic amine.
The free radicals will react with a monomer such as ethylene and initiate the polymerization
process.
When this occurs, the remaining unpaired electron makes the new molecule & a free
radical.
INITIATION
Phillip’s Science of Dental Materials, 12 Edition
PROPAGATION
The free radicals are transferred to the monomer which in turn reacts with other monomer.
Repeating this process again and again generates the polymer chain until the growing
chains collide or all the free radicals have reacted.
Phillip’s Science of Dental
Materials, 12 Edition
CHAIN TRANSFER
The active free radical of a growing chain is transferred to another molecule (monomer or
inactivated
polymer chain) and a
new active free radical
for further growth is
created, resulting in a
new nucleus for
growth.
CHAIN TERMINATION
The chain reactions can be terminated by:
INHIBITION OF POLYMERIZATION
due to the presence of impurities or presence of oxygen.
IMPURITIES/ RETARDERS-
Prevent the action of the activated initiator or retard the growth of the polymer chain.
Example-Hydroquinone and organic oils (such as Vaseline) react with the activated initiator
(benzoyl peroxide) or activated growing chain and prevent further growth.
OXYGEN-
Reacts rapidly with free radicals and its presence retards polymerization reaction.
Acrylic dental resins
ACRYLIC RESINS-
derivatives of ethylene and contain a vinyl (–C=C–) group in their structural formula:
H2C=CHR
2 acrylic resin series of dental interest.
One series is derived from acrylic acid, CH2=CHCOOH, and the other from methacrylicacid,
CH2=C (CH3) COOH. Both polymerize by addition.
METHYLMETHACRYLATE
The liquid monomer methylmethacrylateis mixed with the polymer, which is supplied in the
powdered form.
Used in making dentures and various removable appliances.
transparent liquidat room temperature.
polymerization of methylmethacrylatecan be initiated by visible light, ultraviolet light, or
heat, most dental products are initiated chemically.
POLYMETHYLMETHACRYLATE (PMMA)
Transparent resin of water-like clarity that is transparent to light in the visible and
ultraviolet range.
above 125 °C, PMMA begins to depolymerize and forms methylmethacrylatemonomer,
MMA, and at approximately 450 °C, 90% of the polymer will have depolymerized.
tendency to absorb water by imbibition & possesses a high internal energy.
Linear polymer.
MULTIFUNCTIONAL METHACRYLATE & ACRYLATE RESIN
Methacrylate groups are always found at the ends of the chain and at the ends of branching
chains.
Bis-GMA or Bowen’s resin is one of the first multifunctional methacrylate used in
dentistry.
Bis-GMA resin is an aromatic ester of a dimethacrylate, synthesized from an epoxy resin
(ethylene glycol of bis-phenol A) and methylmethacrylate.
Extremely viscous.
URETHANE DIMETHACRYLATE
•Resin matrix
-monomer
-Initiator/activator
-inhibitors
-pigments
•Inorganic filler
-quartz
-colloidal silica
-glass
•Coupling Agent
Activator-initiator system
MONOMERS-
bis-GMA (bisphenol A glycidylmethacrylate)
Urethane dimethacrylate(UDMA)
triethyleneglycol dimethacrylate(TEGDMA)
bisphenol A ethoxylateddimethacrylate(BisEMA)
TRIETHYELENGLYCOLDIMETHACRYLATE (TEGDMA)
di functional monomer which makes the matrix flexible and less brittle.
the reduction in viscosity is significant when TEGDMA is added to bis-GMA.
it is shorter than Bis-GMA so it shrinks more (15%)
Studies have shown that dilution of BisGMAincreases polymerization shrinkage
Bisphenol A ethoxylateddimethacrylate(BisEMA)
Formulations of a material that uses bis-EMA or oxybismethacrylate monomers can
influence handling properties and are said to have lower volumetric shrinkage.
Synthesis and evaluation of novel multifunctional oligomers for dentistry.StansburyJW. J
DENT REST...1992 Mar; 71(3):434-7.
AIM-Photo-cured composites containing either, BIS-GMA, or ethoxylatedbis-phenol A
dimethacrylate(EBPADM) as base resin and TEGDMA as diluent were compared.
RESULT: The resulting diametral tensile and transverse strengths did not differ
significantly, EBPADM-based formulations yielded composites with somewhat greater
toughness than that of the BIS-GMA material. This multifunctional oligomer offers
mechanical strength values that are comparable with those of existing base resin monomers
while providing an approximate 30% reduction in polymerization shrinkage.
The formulated composite has been reported to be packable like amalgam, photocurablein
bulk segments, and readily curable without generating high residual shrinkage stress.
Example-“Alert”
Reduces curing shrinkage, while the flexible end groups promote reactivity and enhance
monomer-polymer conversion. Eg-Kalore
The chain length between reactive ends is very long (having a molecular weight of 843),
which provides double-bond dilution and hence reduced shrinkage;the bulky centersection
allows greater conversion during copolymerization as well as greater stress relaxation prior to
the gel point.
hydrophobic nature of the centergroup, restricts water absorption and solubility which
partially offsets the polymerization shrinkage.
Example-N Durance
When the rings open, they lengthen and occupy more space leading to low polymerization
shrinkage.
COMPOMER
Contains the major ingredients of composites (resin component) &GiC (Polyalkenoateacid
& glass fillers component) except for water.
Also known as Polyacid Modified Composite Resins or PMCR’s.
Light cured, low fluoride releasing composite
An ion leachable glass embedded in a polymeric matrix.
Resin component-Bulky macro-monomers, such (bisGMA) or UDMA with viscosity-
reducing diluents, such as Triethyleneglycol dimethacrylate (TEGDMA).
Strength-
-GiC–140 MPa,
-Composite-300 MPa,
-Compomer-200 –250 Mpa
Example-DYRACT, DYRACT AP,
COMPOGLASS, COMPOGLASS FLOW
Dyractshows fluoride release for more than 12 months and maintains the same rate of
diffusion.
GIOMER
ORMOCER
Dr.Herbert Wolters from FraunhoferInstitute for Silicate Research introduced this class of
material in 1994.
Acronym of Organically Modified Ceramic
Described as 3-dimensionally cross-linked copolymers.
Composition:
Ceramic polysiloxaneto which polymerisableside chains are added in form of methacrylate
group to react during curing.
It is
synthesised
through a solution and gelation process from multifunctional urethane & thioether (meth)
acrylate alkoxysilanes.
Exhibit low shrinkage, high abrasion resistance, biocompatibility, and protection against
caries.
Its coefficient of thermal expansion is very similar to natural tooth structure.
CEROMER
Ceramic optimized polymer
composed of three-dimensional fine particle ceramic fillers of submicrometersize which are
densely packed (approximately 80% in weight) and embedded in an advanced organic matrix.
Composition-
-Barium glass
-Ytterbium trifluoride
-Silicon dioxide
-Monomer-Dimethacrylate{Bis-GMA & UDMA}
Setting reaction occurs due to polymerization of C=C of methacrylate.
Fluoride release is lower than conventional Glass Ionomer or Compomer.
RESINOUS DIE MATERIAL
The die is usually prepared from an impression and therefore must be able to reproduce the
fine detail that was recorded by the impression material.
RESIN-MODIFIED GYPSUM:
Resin-modified improved die material is a combination of a resin with gypsum.
ADVANTAGES
1. Surface resistance to carving/abrasion
2. Dimensional accuracy
EPOXY RESIN:
These are non-gypsum die materials, supplied as two components—an epoxy resin and a
hardener of amine catalyst.
ADVANTAGES-
Better abrasion resistance, stronger, and less brittle.
DISADVANTAGE-
Polymerization shrinkage (0.2% to 0.6%—linear): Undersize die, hence not as accurate as
stone dies.
Cannot be used with hydrocolloid impression materials as water inhibits the polymerization
reaction.
POLYVINYL SILOXANE DIE MATERIAL-
Flexible elastomeric die material with composition similar to that of polyvinyl siloxane
impression material.
ADVANTAGE-
Does not break and can be easily separated from the Impression.
DISADVANTAGE-
Require a separator to be used with polyvinyl siloxane impression material which may
contribute to inaccuracy and loss of surface details.
RESIN CEMENTS
Resin cements are polymers to which a filler has been added as well as fluoride.
One of the first resin cements was marketed by Dentsply/Caulk under the name Biomer,
around 1987.
COMPOSITION-
UNFILLED RESIN CEMENTS-based on methylmethacrylateand comonomers. Accelerator
and initiator are tertiary amines and peroxide. Setting reaction is accomplished by liberation
of heat and shrinkage of polymer.
FILLED RESIN CEMENTS-
POWDER:
Resin matrix –BIS-GMA, TEGDMA
Inorganic filler –colloidal silica, zirconia filler
Coupling agent –organosilane
LIQUID:
Adhesive monomer -HEMA, 4-META, MDP
Initiator-Benzoyl peroxide
Inorganic fillers-zirconia, silica
Chemical photoinitiators& activators (for improving rheology)
ADVANTAGES-
HYDROPHOBIC-resin cement has a very low (almost zero) water sorption, so it doesn’t
expand over time.
STRENGTH-
The formulation of resin cements makes them strong and long-lasting materials.
ESTHETICS-
Resin cements come in a wide range of shades too, affording doctors the best possible
outcomes.
The nomenclature of the shades can be VITA, which all dentists are familiar with, with
different levels of translucency.
HANDLING-
Resin cements provide that ease of handling while delivering the best conditions for a
restoration.
They also have good followability.
“Followability allows to achieve a low film thickness, which will not interfere in the proper
seating of the crown or restoration that is being cemented
The viscosity of resin cement makes it easy to both handle and place the final restoration.
RESILON