Isocyanurate vinyl ester anchoring adhesive composition

{
  "publication_number": "US9644123B2",
  "country": "US",
  "kind": "B2",
  "title": "Isocyanurate vinyl ester anchoring adhesive composition",
  "abstract": "An anchoring adhesive includes effective amounts of an isocyanurate compound and a vinyl ester compound that react and cure to form a composition having high compressive strength, high tensile strength and low shrinkage. The anchoring adhesive can be used to firmly bond anchor pins to boreholes in concrete, steel, wood, and other substrates.",
  "claims": [
    "1. A method of binding an anchor pin to a borehole formed in a substrate, comprising the steps of: placing a cartridge, slug or package of anchoring adhesive in the borehole, the anchoring adhesive including a first part A and a second part B separate from each other and present in separate capsules; wherein the first part A and the second part B are present in a weight ratio of about 1:4 to 40:1; driving an anchor pin into the borehole, rupturing the capsules and causing the first part A and the second part B to mix together; and chemically reacting the first part A and the second part B in a space between the anchor pin and an inner surface of the borehole, forming a strong adhesive bond between the anchor pin and the inner surface of the borehole; wherein the first part A prior to the chemical reaction comprises an isocyanurate compound and a vinyl ester compound in combination and the second part B comprises a free radical initiator, and the chemical reaction comprises reacting the isocyanurate compound with the vinyl ester compound; wherein the first part A comprises about 1-30% by weight of the isocyanurate compound, about 3-50% by weight of the vinyl ester compound, zero to about 40% by weight of one or more additional monomers, and about 20-70% by weight of one or more fillers; wherein the adhesive bond exhibits an adhesive tensile strength of at least about 1500 psi, a compressive strength of at least about 10,000 psi, and shrinkage not greater than about 1.6%.",
    "2. The method of claim 1, wherein the substrate is one of concrete, steel and wood.",
    "3. The method of claim 1, wherein the isocyanurate compound is selected from the group consisting of compounds having the following chemical formula:",
    "4. The method of claim 3, wherein the isocyanurate compound is selected from the group consisting of isocyanurate acrylates, isocyanurate diacrylates, isocyanurate triacrylates, and combinations thereof.",
    "5. The method of claim 4, wherein the compound comprises tris (2-hydroxyethyl) isocyanurate triacrylate.",
    "6. The method of claim 1, wherein the vinyl ester compound is selected from the group consisting of compounds having the following chemical formula: wherein Ar is a substitute or unsubstituted aromatic radical with a valence of at least two, R is independently a substituted or unsubstituted divalent radical derived from alkyl or arylalkyl, R 3 is a hydroxyl substituted divalent radical derived from an alkyl radical, R 4 is independently a vinyl carboxy radical or a epoxy radical, provided the ratio of n to the number of vinyl carboxy R4 groups is, on average for the composition, from about 0.4 to about2.0, and n is from 1 to 5.",
    "7. The method of claim 6, wherein the vinyl ester compound is selected from the group consisting of compounds having the following chemical formula: wherein n is from 1 to about 5 and wherein the ratio of n to the terminal vinyl units is, on average for the composition, from about 0.4 to about 2.0.",
    "8. The method of claim 1, wherein the free radical initiator is selected from the group consisting of peroxide compounds, tertiary amine compounds, aldehyde amine compounds, organic sulfonyl chlorides, and combinations thereof.",
    "9. A method of binding an anchor pin to a borehole formed in a substrate, comprising the steps of: placing a cartridge, slug or package of anchoring adhesive in a borehole, the anchoring adhesive comprising a first part A and a second part B present in a weight ratio of about 1:4 to about 40:1; driving an anchor pin into the borehole, causing the first part A and the second part B to mix together; and chemically reacting the first part A and the second part B in a space between the anchor pin and an inner surface of the borehole, forming a strong adhesive bond between the anchor pin and the inner surface of the borehole; wherein the first part A prior to the chemical reaction comprises an isocyanurate compound in combination with a vinyl ester compound and the second part B comprises a free radical initiator, and the chemical reaction comprises reacting the isocyanurate compound with the vinyl ester compound; wherein the first part A comprises about 1-30% by weight of the isocyanurate compound, about 3-50% by weight of the vinyl ester compound, zero to about 40% by weight of one or more additional monomers, and about 20-70% by weight of one or more fillers; and the adhesive bond exhibits an adhesive tensile strength of at least about 1500 psi, a compressive strength of at least about 10,000 psi, and shrinkage not greater than about 1.6%.",
    "10. The method of claim 9, wherein the isocyanurate compound is selected from the group consisting of isocyanurate acrylates, isocyanurate diacrylates, isocyanurate triacrylates, and combinations thereof.",
    "11. The method of claim 9, wherein the vinyl ester compound is selected from the group consisting of compounds having the following chemical formula: wherein n is from 1 to about 5 and wherein the ratio of n to the terminal vinyl units is, on average for the composition, from about 0.4 to about 2.0.",
    "12. The method of claim 10, wherein the vinyl ester compound is selected from the group consisting of compounds having the following chemical formula: wherein n is from 1 to about 5 and wherein the ratio of n to the terminal vinyl units is, on average for the composition, from about 0.4 to about 2.0.",
    "13. The method of claim 9, wherein the free radical initiator is selected from the group consisting of peroxide compounds, tertiary amine compounds, aldehyde amine compounds, organic sulfonyl chlorides, and combinations thereof.",
    "14. The method of claim 12, wherein the free radical initiator is selected from the group consisting of peroxide compounds, tertiary amine compounds, aldehyde amine compounds, organic sulfonyl chlorides, and combinations thereof.",
    "15. A method of binding an anchor pin to a borehole formed in a substrate, comprising the steps of: placing a cartridge, slug or package of anchoring adhesive in a borehole, the anchoring adhesive comprising a first part A and a second part B present in a weight ratio of about 1:2 to about 20:1; driving an anchor pin into the borehole, causing the first part A and the second part B to mix together; and chemically reacting the first part A and the second part B in a space between the anchor pin and the inner surface of the borehole, forming a strong adhesive bond between the anchor pin and the inner surface of the borehole; wherein the first part A prior to the chemical reaction comprises an isocyanurate compound selected from the group consisting of isocyanurate acrylates, isocyanurate diacrylates, isocyanurate triacrylates, and combinations thereof, in combination with a vinyl ester compound, and the chemical reaction comprises reacting the isocyanurate compound with the vinyl ester compound; the second part B comprising a free radical initiator selected from the group consisting of peroxide compounds, tertiary amine compounds, aldehyde amine compounds, organic sulfonyl chlorides, and combinations thereof; wherein the first part A comprises about 1-30% by weight of the isocyanurate compound, about 3-50% by weight of the vinyl ester compound, zero to about 40% by weight of one or more additional monomers, and about 20-70% by weight of one or more fillers, and the adhesive bond exhibits an adhesive tensile strength of at least about 1500 psi, a compressive strength of at least 10,000 psi, and shrinkage not greater than about 1.6%.",
    "16. The method of claim 15, wherein the first part A comprises about 2-10% by weight of an isocyanurate triacrylate, about 2-20% by weight of an additional acrylate monomer, about 8-30% by weight of the vinyl ester compound, about 2-20% by weight of an additional vinyl monomer, and about 30-70% by weight of one or more fillers.",
    "17. The method of claim 15, wherein the second part B comprises about 5-80% by weight of the free radical initiator, about 20-80% by weight of a thickening agent, and zero to about 50% by weight of a liquid carrier.",
    "18. The method of claim 17, wherein the second part B comprises about 10-50% by weight of the free radical initiator, about 20-50% by weight of a thickening agent, and about 15-40% by weight of a liquid carrier."
  ],
  "description_excerpt": "This invention is directed to an anchoring adhesive composition used to maintain anchor pins in boreholes, which has excellent compressive strength and tensile strength, and minimal shrinkage during curing.\n\nAnchoring adhesives are used to maintain anchor pins in boreholes that are upside down and vertical, or horizontal, or oriented at any angle. The anchoring adhesives and anchor pins are useful in industrial or commercial construction applications such as bridges, airports, highways, skyscrapers, stadiums and tunnels. In a typical application, a borehole is drilled into a substrate member formed of concrete, steel, wood, or a combination thereof, or another material. Then, the interior of the borehole is cleaned and scrubbed to remove dust and dirt particles. Then, the borehole is filled with a measured amount of anchoring adhesive. Then, a driving tool is used to drive an anchor pin into the borehole.\n\nA typical anchor pin is elongated and made of steel. The anchor pin may be threaded or non-threaded and may have a flat or pointed end. The driving tool may be a hammer, or may be a power tool that employs hammering and/or rotational motion.\n\nSome anchoring adhesives and methods of applying them are disclosed in U.S. Pat. No. 6,291,555, issued to Surjan et al.; U.S. Pat. No. 6,402,434, issued to Surjan et al.; U.S. Pat. No. 6,403,678, issued to Surjan et al.; U.S. Pat. No. 6,416,256, issued to Surjan et al.; U.S. Pat. No. 6,420,458, issued to Surjan et al.; U.S. Pat. No. 7,226,650, issued to Liu et al.; and U.S. Pat. No. 7,368,170, issued to Liu et al.",
  "cpc": [
    "C04B 26/16",
    "B32B 37/12",
    "C04B 2111/00637",
    "C04B 2111/00715",
    "C04B 40/0666",
    "C08F 222/1006",
    "C08F 222/1025",
    "C09J 129/12",
    "C09J 131/04",
    "C09J 177/12",
    "C09J 4/00",
    "F16B 13/145"
  ],
  "ipc": [
    "B32B 37/12",
    "C04B 111/00",
    "C04B 26/16",
    "C04B 40/06",
    "C08F 222/10",
    "C09J 129/12",
    "C09J 131/04",
    "C09J 177/12",
    "C09J 4/00",
    "F16B 13/14"
  ],
  "assignees": [
    "Illinois Tool Works Inc"
  ],
  "inventors": [
    "Andrew J Rourke"
  ],
  "filing_date": "2013-08-12",
  "publication_date": "2017-05-09",
  "grant_date": "2017-05-09",
  "priority_date": "2011-05-18",
  "application_number": "US-201313964267-A",
  "family_id": "46208788",
  "cited_by_count": 0,
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}