Patents Assigned to Loctite
  • Patent number: 4513127
    Abstract: Free radically curable monomer compositions, particularly anaerobic compositions, which include an accelerator compound of the formula: ##STR1## where n is an integer; G is an n valent radical providing compatibility of the accelerator with the curable monomer; X is 0, 0--0, S or NR"; R' is an aromatic group which may be substituted or unsubstituted; and, R" is H, alkyl or aryl.The accelerator compounds are readily prepared by reacting an aromatic sulfonyl isocyanate with a compound having an isocyanate reactive hydrogen atom.
    Type: Grant
    Filed: September 13, 1984
    Date of Patent: April 23, 1985
    Assignee: Loctite Corporation
    Inventor: Anthony F. Jacobine
  • Patent number: 4507187
    Abstract: Polyorganosiloxane photoinitiators containing aryoyl formate photomoieties bonded to silicon atoms via non-hydrolyzable Si-C bonds. They may be prepared from alkenyl or alkynyl aryoyl formates and polyorganosiloxanes containing silicon hydride groups via hydrosilation. They are effective photoinitiators for photocurable silicone resins and for ethylenically unsaturated monomers, producing cured films with good weatherability and low temperature flexibility.
    Type: Grant
    Filed: April 19, 1984
    Date of Patent: March 26, 1985
    Assignee: Loctite Corporation
    Inventors: Anthony F. Jacobine, Samuel Q. S. Lin
  • Patent number: 4504629
    Abstract: Polymers having .alpha.-alkylacrylate functionality may be prepared by hydrosilating an aliphatically unsaturated polymer with a grafting agent of structure (A) or (B): ##STR1## where R.sup.1 is an alkyl group; R.sup.2 is a divalent group nonreactive under hydrosilation conditions; n is 0, 1, 2, 3, or 4; x and y are 0, 1, 2, 3 or 4 and x+y=1, 2, 3 or 4; and, the R.sup.3 groups are the same or different alkyl, substituted alkyl, aryl, substituted aryl or ##STR2## groups. Preferred olefinically unsaturated polymers include homopolymers and copolymers of butadiene or alkyl substituted butadiene and polyorganosiloxanes with unsaturated hydrocarbyl groups such as vinyl or allyl.
    Type: Grant
    Filed: July 20, 1983
    Date of Patent: March 12, 1985
    Assignee: Loctite Corporation
    Inventors: Samuel Q. S. Lien, Steven T. Nakos
  • Patent number: 4503208
    Abstract: Novel copolymeric silicones including repeat units of the formulaR.sub.a.sup.1 R.sub.b.sup.2 SiO.sub.(4-a-b)/2 (I)and repeat units of the formulaR.sub.a.sup.3 R.sub.b.sup.4 SiO.sub.(4-a-b)/2 (II)where R.sup.1, R.sup.2 and R.sup.3 are the same or different alkyl, haloalkyl, aryl, substituted aryl, alkoxy or aryloxy groups; R.sup.4 is ##STR1## where R.sup.5 is H or alkyl and R.sup.6 is an unsaturated divalent hydrocarbon group; a is an integer from 0-2, b is an integer from 1-3 and a+b=1, 2 or 3; and the repeat units of formula II represent no more than about 30% of the total copolymer repeat units.The copolymers may be rapidly cured by UV light to give useful elastomers or coating films. They may also be cured with traditional peroxide methods including heat and anaerobic activated methods. They are readily prepared by hydrosilation of acrylate or 2-alkylacrylate esters of acetylenic alcohols with SiH functional silicones.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: March 5, 1985
    Assignee: Loctite Corporation
    Inventors: Samuel Q. S. Lin, Steven T. Nakos
  • Patent number: 4497916
    Abstract: An improved sealing or adhesive composition comprising a stable slurry of solid meltable wax-like particles dispersed in a liquid adhesive or sealant composition, such as an anaerobic adhesive of sealant, which may be caused to cure at a time later than the time of application. The composition may be applied to threaded bolts or other articles by pumping the slurry through a heated applicator head to dispense homogeneous liquid on the article which hardens on cooling to a non-mobile setable coating.
    Type: Grant
    Filed: August 22, 1983
    Date of Patent: February 5, 1985
    Assignee: Loctite (Ireland) Limited
    Inventors: Bernard Cooke, Peter Wrobel
  • Patent number: 4493436
    Abstract: A cartridge for simultaneously dispensing at least two different materials includes an elongated hollow housing having at least one partition extending laterally and longitudinally thereof to provide at least two chambers for holding the respective materials. A plunger sliding within the housing severs or slits the partition so that it can be stored during operation outside of the respective chambers. The partition may be coiled up or it may be directed laterally around the plunger so that it is stored adjacent an internal wall of the housing.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: January 15, 1985
    Assignee: Loctite Corporation
    Inventor: Paul Brokaw
  • Patent number: 4490515
    Abstract: An adhesive composition having improved thermal properties, especially hot strength, comprising (a) at least one polymerizable cyanoacrylate monomer, (b) about 0.1 to about 10% by weight of at least one polymerizable acrylate ester and (c) about 0.1 to about 20% by weight of an additive selected from the group consisting of the following compounds: ##STR1## wherein R.sup.7 and R.sup.8 are selected from the group consisting of alkyl, cycloalkyl, aralky and alkaryl. The compositions disclosed herein have excellent hot strength properties for long periods at 250.degree. F. or more.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: December 25, 1984
    Assignee: Loctite Corporation
    Inventors: Chris S. Mariotti, Ju-Chao Liu
  • Patent number: 4477607
    Abstract: Cyanoacrylate compositions which employ fumed silicas treated with polydimethylsiloxane or trialkoxyalkylsilane are stable and exhibit an unexpectedly high thixotropic ratio. Such compositions are useful in adhesive applications or, when stabilized so as to prevent polymerization in contact with moisture, in latent fingerprint developing applications.
    Type: Grant
    Filed: August 31, 1983
    Date of Patent: October 16, 1984
    Assignee: Loctite Corporation
    Inventor: Alan E. Litke
  • Patent number: 4477326
    Abstract: Polysiloxane polymers with photoinitiating functionality. The polymers may be obtained by reacting .alpha.-allylbenzoin ethers with a siloxane or polysiloxane containing a plurality of silicon hydride groups. Alternatively, the allylbenzoin ethers may be reacted with a hydrolyzable hydrosilane and further reacted with other hydrolyzable organosilanes or siloxanes to form the polysiloxane with pendant photoinitiating benzoin ether groups. The other hydrolyzable silanes or siloxanes may include photocurable groups to yield self curing polymers. In the same manner, photoinitiating siloxane polymers of the first method may be further polymerized to yield self curing products. The photoinitiating polymers may also be combined with ethylenically unsaturated monomers or other silicones with photocurable groups to yield photocurable compositions.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: October 16, 1984
    Assignee: Loctite Corporation
    Inventor: Samuel Q. S. Lin
  • Patent number: 4451615
    Abstract: A structurally toughened heat resistant adhesive composition comprising a solution of polyisoprene elastomer in polymerizable acrylate ester monomers. The adhesive composition also contains an adhesion promoter, a cross-linking agent, a free-radical generator and a free-radical accelerator. The adhesive compositions are generally used as two-part systems, and yield bonds with improved heat and solvent resistant properties. The polymerizable acrylate ester monomers may be monofunctional or a combination of mono- and polyfunctional monomers. Among the useful classes of monomers are alkyl and cycloalkyl acrylates, alkyl and cycloalkyl methacrylates, alkoxy acrylates and methacrylates, alkylene diacrylates and dimethacrylates. A few of the preferred monomers are methyl methacrylate, lauryl methacrylate, isobornyl methacrylate, and tetrahydrofurfuryl methacrylate.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: May 29, 1984
    Assignee: Loctite (Ireland) Limited
    Inventor: Ronald S. Charnock
  • Patent number: 4451523
    Abstract: Ultraviolet curable polymerizable coating system having a built-in secondary curing mechanism is disclosed. The polymerizable coating system is a one component system comprising at least one urethane-acrylate or methacrylate, an allyl-group containing acrylate or methacrylate monomer, a non-allylic acrylate or methacrylate diluent, a polymerization initiator of the photoinitiator type, and a metal drier. The coating system is UV curable, and also possesses an additional cure mechanism.
    Type: Grant
    Filed: August 31, 1983
    Date of Patent: May 29, 1984
    Assignee: Loctite Corporation
    Inventors: Larry A. Nativi, Kris Kadziela
  • Patent number: 4450265
    Abstract: The invention provides an adhesive composition of the cyanoacrylate type containing Phthalic anhydride as an additive to improve the resistance to moisture and/or heat of the resulting adhesive bonds.
    Type: Grant
    Filed: April 28, 1982
    Date of Patent: May 22, 1984
    Assignee: Loctite Corporation
    Inventor: Stephen J. Harris
  • Patent number: 4450030
    Abstract: An improved two-part adhesive composition comprising as a first part monomer-in-polymer polymerizable solution and a second part, an activator enriched in its N-phenyl-3,5-diethyl-2-propyl-1,2-dihydropyridine content. The content is enriched to a concentration of at least about 70% of the second part.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: May 22, 1984
    Assignee: Loctite Corporation
    Inventors: David P. Melody, Seamus M. Grant, Francis R. Martin
  • Patent number: 4442267
    Abstract: A structurally toughened heat resistant adhesive composition comprising a solution of a polyacrylic elastomer in polymerizable acrylate ester monomers. The adhesive composition also contains an adhesion promoter, a cross-linking agent, a free-radical generator and a free-radical accelerator. The adhesive compositions are generally used as two-part systems, and yield bonds with improved heat and solvent resistant properties. The polymerizable acrylate ester monomers may be monofunctional or a combination of mono- and polyfunctional monomers. Among the useful classes of monomers are alkyl and cycloalkyl acrylates, alkyl and cycloalkyl methacrylates, alkoxy acrylates and methacrylates, alkylene diacrylates and dimethacrylates. A few of the preferred monomers are methyl methacrylates, lauryl methacrylates, isobornyl methacrylates, and tetrahydrofurfuryl methacrylates.
    Type: Grant
    Filed: March 17, 1983
    Date of Patent: April 10, 1984
    Assignee: Loctite (Ireland) Limited
    Inventor: Ronald S. Charnock
  • Patent number: 4440910
    Abstract: Disclosed are cyanoacrylate adhesive compositions containing elastomeric polymers as fillers. Preferred fillers are the acrylic rubbers. Filler concentration range from about 0.5-40% by weight of the composition. Beneficial results include improved toughness of the cured compositions, as measured by impact, peel and tensile strength properties, particularly after exposure elevated temperatures which would ordinarily severely degrade the adhesive strength.
    Type: Grant
    Filed: January 18, 1982
    Date of Patent: April 3, 1984
    Assignee: Loctite Corporation
    Inventor: John T. O'Connor
  • Patent number: 4439600
    Abstract: Disclosed are cure-to-elastomer compositions comprising: (A) a moderate-to-long chain di or polyfunctional prepolymer having vinyl reactive ends, (B) a cross-link controlling material which is (i) reactive with said moderate-to-long chain di or polyfunctional prepolymer, and (ii) soluble in or miscible with the moderate-to-long chain prepolymer; and (C) a free radical polymerization initiator. The polymerizable compositions of the present invention can be rapidly cured at room or moderate temperature to produce elastomeric materials of high flexibility and appropriate tensile strength.
    Type: Grant
    Filed: June 3, 1983
    Date of Patent: March 27, 1984
    Assignee: Loctite Corporation
    Inventor: James P. Moran, Jr.
  • Patent number: 4430480
    Abstract: An improved two-part adhesive composition comprising as a first part monomer-in-polymer polymerizable solution and a second part, an activator enriched in its N-phenyl-3,5-diethyl-2-propyl-1,2-dihydropyridine content. The content is enriched to a concentration of at least about 70% of the second part.
    Type: Grant
    Filed: November 16, 1981
    Date of Patent: February 7, 1984
    Assignee: Loctite Corporation
    Inventors: David P. Melody, Seamus M. Grant, Francis R. Martin
  • Patent number: 4426410
    Abstract: A method for coating the internal threads of a fastener includes a rotatable base for holding the fastener, and an applicator having a discharge orifice extending through its side wall which contacts the internal threads at a single point of tangency, the axis of the applicator being offset from the rotational axis of the base. Thus, an induced side load force is created at the point of tangency for effecting the pressing of discharged sealant into the roots of the threads. Differently sized internally threaded elements can be coated in accordance with the invention while using the same sealant applicator.
    Type: Grant
    Filed: November 3, 1982
    Date of Patent: January 17, 1984
    Assignee: Loctite Corporation
    Inventors: Colin Watson, David J. Dunn
  • Patent number: 4424252
    Abstract: Ultraviolet curable polymerizable coating system having one or more built-in secondary curing mechanisms is disclosed. The polymerizable coating system is a two component system comprising (1) a first component comprising at least one urethane-acrylate or methacrylate, and a mono or polyfunctional acrylate or methacrylate diluent and a polymerization initiator of the photo-initiator type, and (2) a second component comprising a polyisocyanate. The coating system is uv curable, and also possess at least one additional cure mechanism.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: January 3, 1984
    Assignee: Loctite Corporation
    Inventor: Larry A. Nativi
  • Patent number: 4416921
    Abstract: A composition of matter which is useful in a process for impregnating and sealing of porous articles, the composition comprising:(a) an azonitrile;(b) a polymerizable acrylic monomer;(c) a substituted, sterically-hindered phenol; and(d) a metal ion chelator.
    Type: Grant
    Filed: July 17, 1981
    Date of Patent: November 22, 1983
    Assignee: Loctite (Ireland) Limited
    Inventor: David J. Dunn