Patents Assigned to Loctite
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Patent number: 5371181Abstract: A treatment method for polythiol compounds used in thiol-ene formulations, especially formulations employing norbornene resins, significantly improves cure speed retention on aging of thiol-ene formulations which include hydroxylamine salts, such as N-nitrosoarylhydroxylamine aluminum salts, as shelf-life stabilizers. The treatment comprises contacting the polythiol with an amphoteric treating agent selected from the group consisting of silicated magnesium oxide, magnesium oxide, magnesium hydroxide, calcium oxide, calcium hydroxide, barium oxide, and barium hydroxide, and then separating the resin from the treating agent prior to mixture with a polyene to form a thiol-ene composition. In formulations employing phenolic compounds having an alkenyl group in conjugation with the phenyl group thereof as shelf-life co-stabilizers the treatment method also significantly enhances the shelf-life stability of the formulation compared to formulations made from untreated polythiol.Type: GrantFiled: June 22, 1993Date of Patent: December 6, 1994Assignee: Loctite CorporationInventors: David M. Glaser, Anthony F. Jacobine, Paul J. Grabek
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Patent number: 5368199Abstract: The present invention relates to improvements in the design and construction of apparatus for dispensing microwaveable hot melt adhesives and other heat sensitive materials. The apparatus comprises a dispenser which is heated by microwaves and then used to dispense a material therefrom. The dispenser is specifically designed to convert microwave energy into heat and to transfer the heat to the material to be dispensed in a more efficient and/or safe manner.Type: GrantFiled: February 22, 1994Date of Patent: November 29, 1994Assignees: Loctite Corporation, Nottingham-Spirk Design Associates, Inc.Inventors: Hans E. Haas, Bernard M. Malofsky, Richard T. Thompson, Cynthia R. Jaros, John R. Nottingham, John Spirk, Craig M. Saunders, Paul E. Brokaw
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Patent number: 5359101Abstract: Anionically polymerizable monomers containing at least one silicon or titanium atom form polymeric photoresists having good dry etch resistance for use in microlithography. The monomers are of the formula ##STR1## wherein A is --H or --CH.dbd.CH.sub.2 ; X is a strong electron withdrawing group;Y is a strong electron withdrawing group containing at least one silicon or titanium atom.Preferably Y is ##STR2## wherein n is 1-5 and R.sup.2, R.sup.3 and R.sup.4 are C.sub.1 -C.sub.10 alkyl. A particularly preferred monomer is 3-trimethylsilylpropyl 2-cyanoacrylate.Methods for applying a resist coating by vapor deposition of these monomers and exposure to radiation are described. A positive or negative tone image can be produced, depending upon the imaging method employed. The imaging layer may be applied over a planarizing layer to form a multilayer photoresist.Type: GrantFiled: October 1, 1991Date of Patent: October 25, 1994Assignee: Loctite Ireland, Ltd.Inventors: John Woods, Pauline Coakley
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Patent number: 5358976Abstract: Curable norbornene-thiol compositions are stabilized by addition of a non-acidic Nitroso compound.Type: GrantFiled: December 23, 1992Date of Patent: October 25, 1994Assignee: Loctite (Ireland) LimitedInventors: Joseph P. Dowling, Sarah C. Richardson, Killian Quigley
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Patent number: 5348986Abstract: Photocurable silicone compositions based on capping of a silicone with a silyl diacrylate capper of the formula ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, and R .sub.10 are independently selected from hydrogen, halo, and organo radicals; and n is an integer having a value of from 1 to 4.In specific embodiments, the compositions include a polymodal-cure resin composition comprising an acryloxy-functional capped silicone, and a photocurable silicone gel composition and precursor thereof.Type: GrantFiled: January 25, 1993Date of Patent: September 20, 1994Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan, Edward K. Welch, II
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Patent number: 5346940Abstract: A two-part RTV silicone preapplied compression gasket material for forming compression gaskets in place. The formulation includes a silanol terminated polyorganosiloxane, at least 5% by weight of the formulation of a tri- or tetra- methoxy or enoxy functional silane crosslinker, water, and, a condensation catalyst selected from the group consisting of stannous carboxylate compounds, dimethyl tin (IV) compounds and mixtures thereof. One of the two parts of the formulation includes the water component and the other of said two parts is a dry part and includes the crosslinker component.The formulation provides fast cure, fast development of compression set resistance and excellent ultimate compression set resistance.Type: GrantFiled: March 24, 1993Date of Patent: September 13, 1994Assignee: Loctite CorporationInventors: David M. Brassard, Hans E. Haas, David W. Friedel
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Patent number: 5328944Abstract: A cyanoacrylate monomer adhesive formulation which has improved thermal properties resulting from the inclusion in the formulation of an effective amount for enhancing the thermal resistance of the cured polymer of a sulfur containing compound of the formula: ##STR1## where R.sup.1 and R.sup.2 are, respectively, monovalent and divalent hydrocarbon groups which may be optionally substituted with halogen, NO.sub.2, oxo, CN, alkoxy, hydroxy, acyloxy or SO.sub.2 or interrupted by one or more ether oxygen atoms.Type: GrantFiled: July 14, 1992Date of Patent: July 12, 1994Assignee: Loctite CorporationInventors: Shabbir Attarwala, Philip T. Klemarczyk
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Patent number: 5317497Abstract: An inverter circuit for providing an AC driver voltage for a capacitive load from a DC input voltage. The circuit uses a pair of balanced transistors supplying a split primary winding of a transformer, a feedback winding thereof being coupled thereto to supply a feedback signal to the transistor inputs. Resistors are used to optimize inverter efficiency by adjusting transformer saturation and the DC bias of the drive transistors. A capacitor is connected across the two primaries to provide harmonic suppression an aid in starting the inverter. A second capacitor, connected from base to collector of the transistors opposite the transistor with DC bias being introduced, provides suppression of undesirable high frequencies which will occur if this capacitor is not present. The AC output is supplied from the secondary winding of the transformer.Type: GrantFiled: May 18, 1992Date of Patent: May 31, 1994Assignee: Loctite Luminescent Systems, Inc.Inventor: Ronald E. Belek
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Patent number: 5314562Abstract: A method of bonding a plastic substrate with an alpha-cyanoacrylate adhesive in which a primer comprising an ethylenediamine is used. The method is particularly suitable for use in bonding polyolefins in the consumer market.Type: GrantFiled: February 1, 1993Date of Patent: May 24, 1994Assignee: Loctite CorporationInventors: Patrick F. McDonnell, Gerard M. Wren, Edward K. Welch, II
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Patent number: 5306752Abstract: A cyanoacrylate monomer adhesive formulation which has improved thermal properties resulting from the inclusion in the formulation of an effective amount for enhancing the thermal resistance of the cured polymer of a compound of the formula: ##STR1## where R is C(CN).sub.2, C(CO.sub.2 R.sup.e).sub.2, C(SO.sub.2 R.sup.e).sub.2 or C(Ph).sub.2 ; R.sup.a, R.sup.b, R.sup.c and R.sup.d are independently H, monovalent hydrocarbon, halogen or strong electron withdrawing groups; or two of R.sup.a, R.sup.b, R.sup.c and R.sup.d combined form a fused hydrocarbon ring; R.sup.1 is C(CN).sub.2, C(CO.sub.2 R.sup.e).sub.2, C(SO.sub.2 R.sup.e).sub.2 or C(Ph).sub.2, or R.sup.1 and R.sup.b combined form a fused ring having a C(CN).sub.2, C(CO.sub.2 R.sup.e).sub.2, C(SO.sub.2 R.sup.e).sub.2 or C(Ph).sub.2 group in conjugation with R; R.sup.e is alkyl and Ph is phenyl orR and R.sup.1 are both O; and R.sup.a, R.sup.b, R.sup.c and R.sup.Type: GrantFiled: October 9, 1992Date of Patent: April 26, 1994Assignee: Loctite CorporationInventor: Shabbir Attarwala
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Patent number: 5305601Abstract: A fiber/resin composite whose resin phase is formed by at least initial actinic radiation curing of a resin composition comprising an actinic radiation curable first resin component and a second resin component which is non-cured under curing conditions effective for the first resin component. The actinic radiation exposure of the fiber/resin composition effects curing of the first resin component to immobilize the composite and impart structural integrity thereto, whereby the composite may be handled, packaged, or further processed. Filament wound, braided, and pultruded articles are described, together with associated methods for forming such articles by filament winding, braiding and pultrusion. As a specific embodiment, a solid fuel rocket motor is disclosed comprising a solid fuel body in a filament wound fiber-resin composite casing formed by filament winding of the solid fuel body with resin-impregnated filament or rovings thereof.Type: GrantFiled: August 12, 1992Date of Patent: April 26, 1994Assignee: Loctite CorporationInventors: Kieran F. Drain, Larry A. Nativi, Richard T. Thompson
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Patent number: 5301594Abstract: An apparatus for effecting penetration and mass transfer at a penetrable situs, comprising: (a) a penetration member constructed and arranged for movement between (i) a first position disengaged from the penetrable situs, and (ii) a second position engaged with the penetrable situs to form a penetration opening in the penetrable situs communicating with an interior region thereof; (b) a motive driver for selectively moving the penetration member between the first position and second position; and (c) a mass transfer assembly (i) selectively engageable with the penetration opening in the penetrable situs, after formation thereof by the penetration member in the second position and subsequent movement of the penetration member by the motive driver to the first position, and (ii) constructed and arranged to effect mass transfer through the penetration opening between the interior region of the penetrable situs and a locus exterior to the penetrable situs, when the mass transfer assembly is engaged with the penetType: GrantFiled: December 30, 1992Date of Patent: April 12, 1994Assignee: Loctite CorporationInventors: Dennis J. Argazzi, Larry A. Nativi
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Patent number: 5302679Abstract: An adhesive composition capable of post-cure expansion comprising a multifunctional methacrylate and a maleimide capable of effectuating expansion upon post-cure. A homogeneous mixture of a monomer and maleimide are subjected to a first cure heat stage wherein a rigid partially-cured plastic is formed and a post-cure heat stage to effectuate permanent expansion of the cured adhesive composition.Type: GrantFiled: August 6, 1992Date of Patent: April 12, 1994Assignee: Loctite CorporationInventors: Eerik Maandi, Richard D. Rich
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Patent number: 5300608Abstract: The present invention relates to a process for preparing an alkoxy silyl-terminated material, which has at least one alkoxy group on at least one terminal end, said process comprising reacting in the presence of a catalytically effective amount of an organo-lithium reagent an alkoxysilyl-terminated first reactant with a second reactant having at least one end of its chain terminating in silanol groups. The alkoxy silyl-terminated material may have a variety of polymer backbone types such as silicone, polyurethane, polyamide and the like. These materials are intended to cure by either moisture cure or by dual moisture and photo cure mechanisms. The alkoxy silyl-terminated material is preferably an organopoly-siloxane having alkoxy groups at its terminal ends. The resultant alkoxy-terminated organopolysiloxanes are substantially stable materials as measured by preservation and maintenance of viscosity values (cps) over time.Type: GrantFiled: February 19, 1993Date of Patent: April 5, 1994Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross, Patrick J. Courtney, David I. Crossan
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Patent number: 5288794Abstract: A cyanoacrylate monomer adhesive formulation which has improved thermal properties resulting from the inclusion in the formulation of an effective amount for enhancing the thermal resistance of the cured polymer of a mono, poly or hetero aromatic compound characterized by at least three substitutions on an aromatic ring thereof, two or more of said substitutions being electron withdrawing groups selected from the group consisting of NO.sub.2, CN, CF.sub.3, NR.sup.1.sub.3.sup.+, SR.sup.1.sub.2.sup.+, C(.dbd.O)R.sup.1, C(.dbd.O)OR.sup.1, NO, CCl.sub.3, SO.sub.2, S(.dbd.O), SO.sub.3, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1 and F, one or more of said substitutions being leaving groups selected from the group consisting of F, Br, Cl, I, NO.sub.2, CN, SOR.sup.1, SO.sub.2 R.sup.1 and SO.sub.2 OR.sup.1, and R.sup.1 is an optionally substituted hydrocarbon group. Example such compounds have the formula: ##STR1## where L is the leaving group and the W groups are the electron withdrawing groups.Type: GrantFiled: October 23, 1992Date of Patent: February 22, 1994Assignee: Loctite CorporationInventor: Shabbir Attarwala
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Patent number: 5277342Abstract: A dispensing apparatus capable of dispensing a wide variety of fluids, such as adhesives, is provided. The structure of the apparatus allows it to be miniaturized, thereby facilitating its use for many applications. The apparatus includes a cylindrical housing in which a slide is mounted. The housing includes a fluid reservoir which is supplied with pressurized fluid. A longitudinal passage extends through the slide for providing this fluid to the reservoir. A bellow seal is employed for sealing off an actuating mechanism from the reservoir. The seal is connected between the slide and a support fixedly mounted to the housing. A valve mechanism is provided at one end of the housing for controlling the flow of fluid from the reservoir. The valve mechanism is directly or indirectly responsive to the slide. Fluid may be caused to flow through the valve mechanism either by fluid pressure or by positive displacement.Type: GrantFiled: December 11, 1992Date of Patent: January 11, 1994Assignee: Loctite CorporationInventors: Ewald F. Dickau, Mark Holmes
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Patent number: 5273662Abstract: A curable composition, useful for impregnating porosity of porous articles, comprising acrylate monomer, heat- and/or anaerobic-cure initiator, and non-peroxy, actinic radiation photoinitiator. A method of treating waste water produced by aqueous washing of a porous article to remove excess impregnant therefrom, wherein the impregnant comprises acrylate monomer and actinic radiation photoinitiator, includes the steps of exposing the waste water to actinic radiation polymerizingly effective for the monomer, and recovering the resulting polymer from the waster water to yield a polymer-depleted effluent which may be discharged to receiving waters.Type: GrantFiled: January 2, 1992Date of Patent: December 28, 1993Assignee: Loctite CorporationInventors: Charles M. Muisener, Edward K. Welch, II
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Patent number: 5266670Abstract: A process comprising the steps of:1) reacting a norbornene compound of the formula: ##STR1## where R is H or methyl, R.sup.1 is a direct bond or --C(.dbd.O)O-- and R.sup.2 is vinyl, ethynyl, allyl or propargyl, with a silicon hydride functional compound in the presence of hydrosilation catalyst at a temperature of at least 60 degrees; and2) recovering a product which consists essentially of the addition products of the silicon hydride functional compound to the R.sup.2 group of the norbornene compound and which is substantially free of addition products of the silicon hydride functional compound to the internal ring double bond of the norbornene compound.The products of this process can be used to produce norbornene functional prepolymers which are useful in cureable silicone formulations based on thiolene or hydrosilation cure chemistry.Type: GrantFiled: February 24, 1989Date of Patent: November 30, 1993Assignee: Loctite CorporationInventors: Steven T. Nakos, Anthony F. Jacobine, David M. Glaser
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Patent number: 5255827Abstract: Modular positive displacement apparatus for dispensing precise quantities of a fluid product including a dispensing unit and an actuator unit. A housing of the dispensing unit defines a reservoir which contains the product under pressure. Within the housing is a ball-type closure mechanism. A deformable diaphragm isolates the reservoir from the mechanism which actuates the valve to prevent undesirable entry of the product. The diaphragm may be of a number of shapes, depending upon the length of the stroke desired for the ball mechanism. The dispensing unit is readily removable from the actuator unit and can be readily replaced with another dispensing unit. Different nozzle sizes can also be accommodated. The extent of the closure opening is adjustable in discrete increments.Type: GrantFiled: July 17, 1991Date of Patent: October 26, 1993Assignee: Loctite CorporationInventors: John P. Breault, Ewald F. Dickau
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Patent number: 5217760Abstract: Xanthate, dithiocarbamate and dithiophosphate salts of transition metals, together with a coinitiator selected from organic halogen and tertiary amine compounds provide light activated initiator systems for radically polymerizable ethylenically unsaturated compounds such as (meth)acrylate esters.Type: GrantFiled: July 20, 1990Date of Patent: June 8, 1993Assignee: Loctite CorporationInventor: Darchun B. Yang