A hand-held applicator delivers liquid or semi-liquid compositions, such as adhesives, to an internal tissue or organ in an even and controlled manner. The applicator includes a pump, a tubular extension that is thin enough to pass through an endoscopic pathway or trocar, a proximal end of the tubular extension being sealingly connected to the pump, and an applicator tip that attaches to the distal end of the tubular extension. The tip includes the liquid and the pump pumps the liquid to the internal tissue in an even and controlled manner without contact of the liquid by the pump. The pump is preferably a micropipetter that includes a hand-held portion having a hand-actuatable plunger that does not come in direct, physical contact with the liquid to be dispensed. The composition may be an adhesive such as an alpha-cyanoacrylate. The device may further include a wound closure device including at least two closure pins extending from the distal end of the tubular extension. The wound closure device retracts from the applicator device and orients and aligns a wound or incision target tissue site immediately prior to application of the medical composition. The device provides improved control, ergonomics, and convenience. The device is particularly useful in the field of surgery, especially in the field of laparoscopic or endoscopic surgery, where an even and controlled amount of a medically-acceptable adhesive is to be applied to a target site on an internal tissue or organ.

Applicator for laparoscopic or endoscopic surgery

An adhesive composition is provided including one or more polymerizable cyanoacrylate monomers and boron trifluoride as a stabilizer or complexing agent. The adhesive composition may also include or be used with a decomplexing agent, particularly one or more quaternary ammonium fluoride salts or one or more quaternary ammonium ether salts. A polymerization initiator or accelerator may also be used. The viscosity of the adhesive composition may be controlled by addition of a thickening agent which may be a polymer or copolymer catalyzed by a boron trifluoride complex or compound. Methods for the application of the adhesive compositions to living tissue are also provided.

Absorbable cyanoacrylate compositions

Methods and compositions for closing and sealing a wound, laceration, incision, or other percutaneous opening using an adhesive. In one preferred embodiment, the sides of the percutaneous opening are brought together in apposition and the adhesive is applied to the opening and the skin immediately adjacent thereto. Adhesives used in the methods exhibit sufficient viscosity to substantially prevent flow of the adhesive into the percutaneous opening. In a preferred embodiment, the adhesive is a sealing medium comprising an adhesive component and a microparticulate component. Preferred sealing media comprise cyanoacrylates combined with fumed silica. In such embodiments, the fumed silica is present in an amount sufficient to substantially prevent the medium from flowing into the opening at normal skin temperature.

Controlled viscosity dermal adhesive

A method of making a sterile adhesive composition includes placing a mixture of a polymerizable adhesive monomer and a thickening agent in a container, sealing the container, and sterilizing the mixture and the container. The method provides superior viscosity for the monomer composition. An adhesive composition includes 2-octyl cyanoacrylate and at least one thickener. The sterile adhesive composition is particularly useful as a medical adhesive and can comprise 1,1-disubstituted ethylene monomers, such as α-cyanoacrylates.

Sterilized cyanoacrylate solutions containing thickeners

A biocompatible monomer composition includes: (A) at least one monomer, which forms a medically acceptable polymer; (B) at least one plasticizing agent present in the composition in an amount of from 0.5 wt.% to 15 wt.% of the composition; and (C) at least one acidic stabilizing agent having a pKa ionization constant of from about 1 to about 7. The composition can be applied to a variety of materials and is particularly suitable as in vivo tissue adhesive. A method of joining together in vivo two surfaces, e.g., body tissues, includes (a) holding damaged tissue edges together to form abutted tissue surfaces; (b) applying to the abutted tissue surfaces an excessive amount of a composition containing 1) at least one monomer, which forms a medically acceptable biodegradable polymer, 2) at least one plasticizing agent; and 3) at least one acidic stabilizing agent; and (c) maintaining the surfaces in contact until the composition polymerizes to form a thick film of polymerized composition bridging the abutted tissue surfaces.

Monomeric compositions effective as wound closure devices

Alkyl cyanoacrylate compositions comprising at least one alkyl cyanoacrylate, a biocompatible plasticizer (preferably dioctyl phthalate), and SO2 as an anionic polymerization inhibitor are provided. These compositions are suitable for topical application to human skin.

Richard J. Greff

Papers

cyanoacrylate adhesive compositions.