Low peak exotherm curable compositions

Inactive Publication Date: 2005-01-27
MONTGOMERY ROBERT ERIC +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

These and other objectives are achieved by the present invention, which provides low peak exotherm curable compositions which comprise a curable u

Problems solved by technology

One drawback of existing transdermal and transmucosal patches is their limited ability to conform to biological substrates that are not relatively flat.
However, attachment of such a patch to a more contoured surface, such as on the knuckles of the hand, would be problematical without the ability of the patch to flex and conform in multiple dimensions, especially during movement of the underlying skin.
Transmucosal patches suffer from the same limitations of underlying tissue surface topography, made more difficult by the complexity and difficulty of adhering to a moist substrate, such as the oral mucosa lining the inside of the mouth.
In addition, the cured barrier is rigid, which results in frequent detachment of the cured barrier during lengthy dental procedures (such as power bleaching, which employs a heat or light source to assist in the tooth bleaching process).
Barrier failure (detachment) can r

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example i

The following composition is useful for isolating gingival tissue in the oral cavity from therapeutic agents, such as oxidizing tooth-whitening compositions. Such oxidizing compositions are placed on the tooth enamel surface for a period of time from about 5 minutes to about 2 hours, or until the desirable degree of tooth whitening is achieved. When cured, the present inventive composition protects the soft gingival tissue from the possible harmful effects of the tooth whitening composition.

Composition 1A

IngredientFunctionPercent (w / w)MethacrylatedCurable50.178polyetherurethane oligomerunsaturated compound(MW 1200)Capric / caprylic triglycerideNon-curable diluent22.374PolycarbophilAdhesion promoter25.000Pyrogenic silicaThickener2.000CamphorquinonePhotoactive curing agent0.100Ethyl-4-dimethylaminoCuring agent synergist0.348benzoateTOTAL100.000

The above composition was prepared in a “light safe” room, where all ambient light sources were filtered in order to remove any spectral co...

example ii

A peak exotherm was determined, in accordance with the following procedure, for the composition prepared in Example Ia.

The peak exotherm attained was determined using a standardized test procedure that accurately duplicates the in-use placement, thickness, and curing conditions that one would employ in situ. The method comprised the use of a flat surface disc thermoprobe with a detection surface diameter of 0.31 inches, a response time of 0.75 seconds, and a time constant of 0.15 seconds. The probe was connected to a digital J-type thermocouple thermometer (Digisense Type-J Thermometer, Cole-Palmer Corporation, Vernon Hills, Ill.). A large enough bead of the above composition was placed on the detection disc in order that the entire probe surface was covered with the curable material. The bead of material was then cured using a hand-held dental curing light (Optilux 500, Demetron Corporation, Danbury, Conn.), the fiber optic probe of which was positioned (with the help of a plast...

example iv

A demonstration of the flexibility of the inventive compositions in comparison to prior art compositions was conducted. Representative compositions of the invention were prepared as in the other examples. 1-mm thick cured fillets were prepared by placing uncured material between two glass microscope slides that were spaced apart from one another with two additional microscope slides, in such a manner as to create a rectangular mold. The first two slide were pressed together until material was spread through the mold and until they touched the spacer slides. The material was then cured for 3 minutes with a dental curing light, as described above. The resulting cured rectangular fillets were exactly 1-mm thick and varied tremendously in qualitative flexibility and hardness.

To compare flexibility, the fillets were securely positioned in a square edged clamp (one half of the fillet was clamped and the other half was free). The free half was slowly bent out of plane until the material...

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Abstract

Compositions having a curable unsaturated compound, an adhesion promoter and curing agent which have a peak exotherm of less than 50° C. are disclosed. The compositions when cured are flexible bioadhesives which are also disclosed. Non-curable diluents can be included in the compositions. Flexible bioadhesives formed on biological structures and having low peak exotherms upon curing of curable compositions to form the flexible bioadhesives are disclosed. Compositions having a curable unsaturated compound and a curing agent and a peak exotherm of less than 50° C. are included in the invention.

Description

The present invention relates to low peak exotherm curable compositions that upon curing are useful as bioadhesives. The compositions of the invention call be placed in contact with one or more skin or mucosal surfaces, or other tissue surfaces, in an initially liquid or malleable form, then subsequently cured or polymerized in place to a final flexible solid or rubbery form. BACKGROUND OF THE INVENTION A broad spectrum of bioadhesives and bioadhesive compositions have been developed, for example, to adhere transdermal patches to the skin and to affix transmucosal patches to mucosal surfaces. In general, the purpose of such bioadhesives is to maintain intimate and prolonged contact with the underlying living tissue surface, in order to allow for the migration of medicinals into the body. In addition, bioadhesive compositions include those that merely adhere a physical barrier, such as a bandage, to living tissue (primarily for the purpose of protecting an underlying wound or compr...

Claims

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Application Information

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IPC IPC(8): A61K9/00A61L24/04A61L26/00C08L75/16
CPCA61K9/006A61L24/046C09J175/16C09D175/16C08L75/16C08J2333/14C08J3/28A61L26/0019C08G18/672C08L75/04C08G18/48
Inventor MONTGOMERY, ROBERT ERICCIPOLLA, ANTHONY J.
Owner MONTGOMERY ROBERT ERIC
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