NZ707552B2 - Isocyanurate vinyl ester anchoring adhesive composition - Google Patents
Isocyanurate vinyl ester anchoring adhesive composition Download PDFInfo
- Publication number
- NZ707552B2 NZ707552B2 NZ707552A NZ70755212A NZ707552B2 NZ 707552 B2 NZ707552 B2 NZ 707552B2 NZ 707552 A NZ707552 A NZ 707552A NZ 70755212 A NZ70755212 A NZ 70755212A NZ 707552 B2 NZ707552 B2 NZ 707552B2
- Authority
- NZ
- New Zealand
- Prior art keywords
- borehole
- vinyl ester
- anchor pin
- anchoring adhesive
- isocyanurate
- Prior art date
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 51
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 51
- 238000004873 anchoring Methods 0.000 title claims abstract description 42
- 229920001567 vinyl ester resin Polymers 0.000 title claims abstract description 22
- 239000000203 mixture Substances 0.000 title abstract description 13
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 title description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- -1 isocyanurate compound Chemical class 0.000 claims abstract description 23
- 239000000758 substrate Substances 0.000 claims abstract description 9
- 229910000831 Steel Inorganic materials 0.000 claims abstract description 5
- 239000010959 steel Substances 0.000 claims abstract description 5
- 239000004567 concrete Substances 0.000 claims abstract description 4
- 239000002023 wood Substances 0.000 claims abstract description 4
- 239000002775 capsule Substances 0.000 claims description 17
- 150000003254 radicals Chemical class 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000003999 initiator Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 23
- 239000000178 monomer Substances 0.000 description 16
- 239000004576 sand Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 229920004518 DION® Polymers 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000661 sodium alginate Substances 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 4
- 239000013008 thixotropic agent Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 239000004970 Chain extender Substances 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000012763 reinforcing filler Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- YIJYFLXQHDOQGW-UHFFFAOYSA-N 2-[2,4,6-trioxo-3,5-bis(2-prop-2-enoyloxyethyl)-1,3,5-triazinan-1-yl]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCN1C(=O)N(CCOC(=O)C=C)C(=O)N(CCOC(=O)C=C)C1=O YIJYFLXQHDOQGW-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 101100464470 Dickeya dadantii (strain 3937) pelW gene Proteins 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- 239000006004 Quartz sand Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- RREGISFBPQOLTM-UHFFFAOYSA-N alumane;trihydrate Chemical compound O.O.O.[AlH3] RREGISFBPQOLTM-UHFFFAOYSA-N 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229910002026 crystalline silica Inorganic materials 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011236 particulate material Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229940052586 pro 12 Drugs 0.000 description 1
- 229910021487 silica fume Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
- B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
- C04B2111/00637—Uses not provided for elsewhere in C04B2111/00 as glue or binder for uniting building or structural materials
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
- C04B2111/00715—Uses not provided for elsewhere in C04B2111/00 for fixing bolts or the like
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
- C04B26/02—Macromolecular compounds
- C04B26/10—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B26/16—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B40/00—Processes, in general, for influencing or modifying the properties of mortars, concrete or artificial stone compositions, e.g. their setting or hardening ability
- C04B40/06—Inhibiting the setting, e.g. mortars of the deferred action type containing water in breakable containers ; Inhibiting the action of active ingredients
- C04B40/0666—Chemical plugs based on hydraulic hardening materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J129/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Adhesives based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Adhesives based on derivatives of such polymers
- C09J129/12—Homopolymers or copolymers of unsaturated ketones
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J131/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
- C09J131/02—Homopolymers or copolymers of esters of monocarboxylic acids
- C09J131/04—Homopolymers or copolymers of vinyl acetate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
- C09J177/12—Polyester-amides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16B—DEVICES FOR FASTENING OR SECURING CONSTRUCTIONAL ELEMENTS OR MACHINE PARTS TOGETHER, e.g. NAILS, BOLTS, CIRCLIPS, CLAMPS, CLIPS OR WEDGES; JOINTS OR JOINTING
- F16B13/00—Dowels or other devices fastened in walls or the like by inserting them in holes made therein for that purpose
- F16B13/14—Non-metallic plugs or sleeves; Use of liquid, loose solid or kneadable material therefor
- F16B13/141—Fixing plugs in holes by the use of settable material
- F16B13/143—Fixing plugs in holes by the use of settable material using frangible cartridges or capsules containing the setting components
- F16B13/145—Fixing plugs in holes by the use of settable material using frangible cartridges or capsules containing the setting components characterised by the composition of the setting agents contained in the frangible cartridges or capsules
Abstract
Disclosed is 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. oreholes in concrete, steel, wood, and other substrates.
Description
H:\t xb\In terwoven\N RPortbl\D CC\ T XB\11851455_1. doc-10/28/2016
ISOCYANURATE VINYL ESTER ANCHORING ADHESIVE COMPOSITION
FIELD OF THE INVENTION
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.
BACKGROUND OF THE INVENTION
Anchoring 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.
A 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.
Some anchoring adhesives and methods of applying them are disclosed in U.S.
Patent 6,291,555, issued to Surjan et al.; U.S. Patent 6,402,434, issued to Surjan et al.; U.S.
Patent 6,403,678, issued to Surjan et al.; U.S. Patent 6,416,256, issued to Surjan et al.; U.S.
Patent 6,420,458, issued to Surjan et al.; U.S. Patent 7,226,650, issued to Liu et al.; and
U.S. Patent 7,368,170, issued to Liu et al. These patents are incorporated herein by
reference in their entireties.
Additional anchoring adhesives and methods of applying them are disclosed in U.S.
Patent 7,411,010, issued to Kish et al.; U.S. Patent 7,163,971, issued to Rancich et al.; U.S.
Patent 6,822,017, issued to Kish et al.; U.S. Patent 6,228,207, issued to Rancich et al. and
U.S. Patent 5,965,635, issued to Rancich et al. These patents are incorporated herein by
reference in their entireties.
Due to the heavy duty nature of most anchor pin applications, it is important that
the anchoring adhesive maintain a strong adhesive bond between the anchor pin and the
H:\t xb\In terwoven\N RPortbl\D CC\T XB\11851455_1. doc-10/28/2016
borehole under a wide variety of conditions. Properties of anchoring adhesive that are
considered important in end use applications include high compressive strength, high
tensile strength, and low shrinkage during curing. There is a need or desire for anchoring
adhesives that demonstrate improvements in these and other properties.
SUMMARY OF THE INVENTION
In accordance with one aspect of the present invention, there is provided 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;
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.
In accordance with another aspect of the present invention, there is provided a
method of binding an anchor pin to a borehole formed in a substrate, comprising the steps
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;
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 a 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
H:\t xb\In terwoven\N RPortbl\ D CC\T XB\11851455_1. doc-10/28/2016
free radical initiator, and the chemical reaction comprises reacting the isocyanurate
compound with the vinyl ester compound; and
the adhesive bond exhibits an adhesive strength of at least about 1500 psi, a
compressive strength of at least about 10,000 psi, and a shrinkage not greater than about
1.6%.
In accordance with another aspect of the present invention, there is provided a
method of binding an anchor pin to a borehole formed in a substrate, comprising the steps
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.
This present invention is directed to an anchoring adhesive that exhibits high
compressive strength, high tensile strength, and low thermal shrinkage, when used to bind
an anchor pin to a borehole. The anchoring adhesive includes a first part A and a second
part B in a weight ratio of about 1:4 to about 40:1. The first part A includes an
isocyanurate compound and a vinyl ester compound. The second part B includes a free
radical initiator.
H:\t xb\In terwoven\ N RPortbl\D CC\T XB\11851455_1. doc-10/28/2016
- 3A -
The first part A and second part B are initially separate from each other and may be
present in separate capsules inside an anchoring adhesive cartridge, slug or package.
During use, the cartridge, slug or package of anchoring adhesive can be placed in a
borehole or immediately above a borehole. When a tool is used to drive an anchor pin into
the borehole, the driving force ruptures the capsules, if present, and causes the first part A
and second part B to mix together and chemically react in the interstitial spaces between
the anchor pin and the interior of the borehole.
Upon mixing of the first part A and the second part B, the isocyanurate compound
reacts with the vinyl ester compound to create a polymer that is believed to include
uniquely shaped crosslinks which both strengthen the polymer and resist elevated
temperature creep. The chemical reaction advantageously occurs quickly, with minimal
set time, at ambient temperature. The anchoring adhesive provides excellent adhesion
between various substrate materials that can be used for the anchor pin and the borehole.
With the foregoing in mind, it is a feature and advantage of the invention to provide
an anchoring adhesive that exhibits excellent strength properties and low shrinkage during
curing. These and other features and advantages of the invention will become further
apparent from the following detailed description of the preferred embodiments. The
detailed description is considered to be merely illustrative rather than limiting, the scope of
the invention being defined by the appended claims and equivalents thereof.
BRIEF DESCRIPTION OF THE DRAWINGS
The invention is described, by way of non-limiting example only, with reference to
the accompanying drawings, as set out below.
Fig. 1 is a perspective view of a dog-bone shaped test specimen used in the tensile
testing of anchoring adhesive compositions described below.
Fig. 2 is a front view of the dog-bone shaped test specimen of Fig. 1.
Fig. 3 is a side view of the dog-bone shaped test specimen of Fig. 1.
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- 3B -
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
The present invention is an anchoring adhesive including a first part A and a
second part B. The first part A and second part B are present in weight ratios of about 1:4
to about 40:1, suitably about 1:3 to about 30:1, or about 1:2 to about 20:1, or about 1:1 to
about 10:1.
The first part A includes and isocyanurate compound and a vinyl ester compound.
The isocyanurate compound may be selected from compounds having the following
chemical formula:
Wherein each R and R' is allyl, alkyl or aryl.
Suitably, the isocyanurate compound can be slected from isocyanurate acrylates,
isocyanurate diacrylates, isocyanurate triacrylates, and combinations thereof. The
isocyanurate compound can be a monomer or a polymer, and is suitably a monomer. One
particularly suitable isocyanurate compound is tris(2 -hydroxy ethyl) isocyanurate
triacrylate. This isocyanurate compound is a monomer, and is available from Sartomer
USA, LLC under the trade name SR368. The structure of isocyanurate, as exemplified by
the following structure of tris(2 -hydroxy ethyl) isocyanurate triacrylate, lends itself to
forming unique crosslinks with vinyl ester that strengthen the polymer lattice and resist
elevated比 tem I11peratu re creep: eratu
= C112
CH 一 CH2一 0一 （一 CH
‘产产产
C -0
CH2一CH2一 0一 C一 CH = CH
C/J N-
II 0 0
lhe vinyl ester compound can he a monomer or a polymer, and is suitably
‘Thc
e vinyl ester compound can he selected from polymers having the
a polyrer. 1 ncr. Th 五e
followiigChemic .1 formula: g chemi ca
’一〔）一 AI・一R一Ar一（)--R' 一（）一R4
R4一（)～十R
wherein wh
Ar is a substituted 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认s a hydroxy substituted divalent radical derived
from an alkyl radical,
R4 is independently a vinyl carboxy radical or a epoxy
radical, provided that the ratio of n to the number of
vinyl carhoxy R4 groups is, on average for the
comnposition, from about 0.4 to about 2.0. and
n is from I to 5.
A particularly suitable vinyl ester compound is available from Reichhold
Chemica1C0.un ter the tradename Norpol Dion Ver 9165. This product contains 64.5%
a1 Co. unc A1
ght ofaVi nyl ester having the following chemical formula, and 35.5% by weight f a v
by weight。
l uene i:
vinyl t(
OH 0
0 0. OH
}} } }
C -C-C-O C一一C-C-O-C-C==CH、
H,C—— = C - C-f- C - C ——C一干
- — H H, IL H H2 }
where 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
The first part A may include about 1-30% by weight of the isocyanurate
may include about 3-50% by weight of the vinyl ester compound, suitably about 5-40%
by weight, or about 8-3(.)% by weight. As noted above, the first part A may also include
an additional monomer. Suitable monomers include without limttation a vinyl IW)nomer,
ereof. The addition幻
an acrylate, diacrylate or triacrylate monomer, and combinations
八，suitably about
monomer may constitute zero to about 40% by weight of the first part
1-30% by weight, or about 2-20% by weight. When present, the additional monomer
以crosshnking) reaction between the isocyanurate
may also participate in the chemica
compound and the vinyl ester compound.
八 may also include about 20-70% by combined weight of
The first part
one or more fillers, suitably about 30-70% by weight, or about 30-60% by weight.
Suitable fillers include without limitation glass fibers, silicon dioxide (silica), titanium
dioxide, quartz sand, other sands, and combinations thereof. The first part A may also
include about 0.01-10% by combined weight of one or more thixotropic agents, suitably
about 0.05-5% by weight, or about 0.1-4% by weight. Suitable thixotropic agents include
without limitation formed silica, polycarboxylic acid amides, urea conipounds, and
combinations thereof. Thixotropic agents cause the anchoring adhesive to become more
fluid (less viscous) as its components are mixed together.
The first part A may also include minor amounts of catalysts, chain
extenders, flame retardants, fragrances and the like. While a catalyst may be included in
cc radical initiator of 山e type 由at is
山Cnrst part 八，this catalyst is typically not a 介
e second part B. Exemplary catalysts and chain extenders useful
typically included in由
in the first part. A include without limitation diethylol-p-toluidine, n-dodecyl mercaptan,
and the like.
The second part B may include about 5-80% by weight of a free radical
initiator, suitably about 10-50% by weight, or about 15-40% by weight. Suitable free
radical initiators include without limitation peroxide compounds, tertiary amine
compounds, aldehyde amine compounds, organic sulfonyl chlorides, and combinations
thereof. One suitable free radical initiator is available from Arkema Inc. under the trade
name AFR4O. This product is a mixture of 40% by weight dibenzoyl peroxide, 40% by
weight dibutyl phthalate, and 20%. by weight water.
The second part B may also include about 20-80% by weight of a
thickening agent, suitably about 20-65界 by weight, or about 20-50% by weight. Suitable
thickening agents include without limitation monosilica, organic and inorganic clays, and
other very fine, inert particulate materials.
The second part B may also include a liquid carrier in an amount of ZCTO to
about 50% by weight, suitably about 10-45% by weight or about 15-40% by weight.
Suitable liquid carriers include water and organic solvents such as alcohols, ethers and
ketones. Additionally, the second part B may include suitable amounts of pigments,
fillers and 山e like.
The first part A and second part B may he present in separate first and
second capsules and may be combined in a single cartridge, slug or package of anchoring
adhesive. The first and second capsules can be formed of glass, plastic or a membrane
material. One of the first and second capsules can be smaller than the other of the first
and second capsules and contained within the other of the first and second capsules
山e second part B is
Suitably,山e first partAis contained within a first, larger capsule and
contained within a second, smaller capsule, and the second capsule is contained within
the first capsule.
The cartridge, slug or package of anchoring adhesive may contain the first
and second capsules and may have a narrow, elongated shape which iit.s easily into
borehole. When a tool is used to drive an anchor pin into the borehole, the first and
second capsules rupture and the first and second parts A and B mix together, resulting in
chemical reaction, crosslinking and adhesion between the anchor pin and the inner
surfaces of the borehole. The anchoring adhesion of the invention forms a strong
adhesive bond and exhibits high tensile and compressive strengths and minimal
shrinkage
EXAMPLES
Several experimental anchoring adhesives were formulated using the
ingredients listed in Table 1.
Table 1: Anchoring Adhesive Ingredients
Chemical Name pUrpose
丁rade Name Supplier
训methacrylate Monomer/Resin
C2208 ITW -Red 日ead 70% Meth训 Methacrylate/30% Polymeth
丁RIM 〔丁日ACR丫LATE Monorner
SR350 Sartomer 丁RIM 〔丁日丫LOLPROPANE
0(4) BISP日ENOLA DIM 〔丁日AC RY LA丁〔 Monomer
SR540 Sartomer 〔丁日ox丫LA丁〔
L) ISOC丫AN日PA丁〔丁RIACRYLA丁〔 Monomer
SR368 Sartomer 丁RIS (2 日丫DROX丫〔丁日丫
ANOL DIACRYLA丁〔 Monomer
Sartome r 丁RICYCLODECANE DIM〔丁日
SR833S
Monomers
Sa比omer 30% SR368/ 70% SR8335 (proprietary composition)
PR012128
Resin/Monomer
Reichhold 64,5% DEGBPA Vinyl Ester! 35.5% Vin训 Tol ue ne
DION 9165
Monomer
Various Eth训ene6｝丫col
Eth训ene tilycol
Catalyst
Pu比 dieth训oI-p-toluidine
Pulcra 5710 ra Chemical Company
Chain Extender
n-000EC丫L MERCAPTAN
N0M Arke ma
Fragrance
unknown
Fragrance 16332 Atlanta Fragrance Company
丁川xotropic Agent
Hydrophobically modified Fumed silica
Aerosil R202 Evonik
下hixotropic Agent
Hydrophillically modified fumed silica
Aerosil R974 Evonik
Thixotro两cAgent
日丫K Solution of polyhydroxycarboxylic acid amides
B丫K-R605
Thixotropic Agent
Solution of a modified urea
BYK-E401 日丫K
化ixotropic Agent
Hydrophobically modified fumed silica
丁S720 Cabot Corp
日ame Reta司ant
Aluminum trihydrate
Micral 9400 」．M．日u ber Corporation
Reinforcing Filler
Milled 创ass fiber (15Mm diameter x~ 1S0I.1n1 Length)
M记roglass M9L32 Fibertec, Inc
Reinforcing Filler
Quartz Sand (100-140 mesh)
Sand 100/140 AGSCO
Reinforcing Filler
Crystalline silica (<63Mm)
Silcosil 63 日5Si！沈a
下tanium 创ox记e Pigment
书 Pure R900 0uPont
Free Radical Initiator
40% Dibenzo训 Peroxide / 40% Dibutyl Pthalate / 20% Water
AFR 40 Arkema
microsilica 丁hicke而ng Agent
丁amsil 8 丁AM
organoda丫 下hickening Agent
下iogelvz Southern Clay Products
Black Iron Oxide Paste Pigment
VCS0000 American Colors, Inc
regoing ingredients were formulated into anchoring adhesive
The 允
cOmpOsitions, with control compositions A7 from Illinois Tool Works Inc. and HY- 150
・・ ， ,
from Hilti Altengesellschaft, and experimental compositions A7+l,A7+-2, A7+-3,
through A7+-95. Physical properties of Compressive Strength, Tensile Strength, Tensile
Modules and Shrinkage were measured for many of the anchoring adhesive comnpositions,
using the test procedures described below. The following Table 2 describes the
anchoring adhesive compositions and sets forth the test results.
As shown below, the anchoring adhesives formulated using the
isocyanurate compound (represented by ingredient PRO 12128) in combination with the
vinyl ester compound (represented by ingredient DION 9165) generally had higher
compression strengths and higher tensile strengths than the anchoring adhesives
omitted one or both of these ingredients, and also exhibited excellent (low) shrinkage
values.
岁 欲 次 次
乐母 。阶、
。。， 留．
十 。州‘ 。。． 手． 。马
。〔 ·
匕哟认 州 。
。 。 。 的 廿 寸
e 欲的怕’
卜十 次日． 次。。， 次。。
次。， 欲的小．
闪卜面 山由，
小阶 欲窝‘ ·
。 次 。 廿
。 m 寸 寸
次 欲。 欲 次阶。．
日。 m
十 。州． 例。． 吕、 对卜、
卜‘ m
。呀 豁日’
， 。川
。 。 甘
曰 山 洲
次用月 欲用． 欲 次卜。． 求叶的 田安、
匕寸、 口的、
卜 闪．
哎 一 。的 昌
山 。州
。 。 门 m 们 曰 洲
一 次出
寸 次 欲的廿． 欲 欲 次
毖性 离更
十卜成 伙． 导． 卜闪。 田‘ 。。两
｝锐 ·
。 。 阶 叶 旧 留 囚
心｝』‘
C 次乌 欲。卜
T 米例嘴． 欲闪寸， 次山闪 界吊 次口州
成叨 阅。。、 鼠洲、
卜 m 廿、
． 曰 的曰
。 ；叭功。 戈 。 。 。 内 。 闪 甘 曰 叮
次卜 次州
闪 次的 次的
三 欲 欲卜 米寸 。。
十 m 易、
叶 寸众 。、
卜哎 m 怕， 阎口 。． 的
r 闪州 。洲
。 。 。
m 的 洲
、己的。
次阶哟 次。
丫 求叭寸， 次叭寸， 次卜闪 欲
刀成饥 欲跳．
系咬 口性 口
卜喊 叹 。、
。 。 。 m 叶 。 州
一 。男
卜田 切曰
欲承 欲。的 瞬。 次小小
次。。，
m 闭只
留‘ 胃吸
之 的的
t ‘ 。
。 。 m
m 寸 州 曰 洲
认泣、 该兰吕
逻｝ 勺』
厄之 ℃趁 」 ￡如
导 灿 。 ；石。
渔协』 C
曰、 ，汤
冷东之 口。 巴
召筛三竹
昌 几 昆
。。叫召 洲。 ｝之。
的田』。
曰洲。臣 的。
用昌乐 C 。叫 飞史的
如。 昌， 。。 卫三
。器乐 。不 迎乒
。 闷 。
芝 ：叨 ：们
m 闪。 足留
公卜田 息〕 刀
卜 灯。
闪 9 三
写」 丫乙
二苗 认卜
。之 巴。 C 老 亡创 C
勺 昌 乐 〕工 」
芝 召 山
叱 。 门 二仍
们 〕 卜 卜
Microsilica书ocyanurate 0rigina!
47+-9 47十～10 47十-11 47十 12 47+'13 A7十-14 A7十～15 47十 16 A7十 17 A7十～18
Resin Side (Port A)
C2208
39.56% 0.48% 0.54% 「 0.52% 39.88% 39.88% 39.88%139.88% 39.88% 39.88%
SR3SO
SRS4O
13.60% 13.07%
PRO12 128
4.09% 7.86%
SR833S
DION 9165
Eth训
ene G份col
089% 0.01% 0.01% 0.01% 0.50%
0.50% 0.50% 0.50% 0.50% 0.50%
0.89% 0.01% 0.01% 0.01% 0.50% 0.50% 0.50%
0.50% 0.50% 0.50%
F 1633 2
0.30% 0.00% 0.00% 0.00% 0.30% 0.30% 0.30% 0.30%
0.30% 0.30%
R202
3.96%
0.05% 0.05% 0.05% 3.99% 3.99% 3.99% 3.99% 3.99% 3.99%
R974
BYK-605
BYK-E401
丁5720
M9400
4.95%
0.06% 0.07% 0.07% 4.99% 4.99% 4.99% 4.99% 4.99% 4.99%
Glass Fibers
72.28% 51.02% 49.01%
24.93% 8.31% 24.93%
Sand 100/140
49.45% 30.61% 29.40% 49.85% 49.85%
8.31% 49.85%
5ico 6 3 S
7 八 1 %
『之 2 屯 0J 9 3 % 3. % 2 ’夕 知 内峨 今 9 % ”呢
R900
Activ 泪 产 ’
“ 口 口 「 厅
口 丫 e 日
A「 R40
48.72 48.72
48.72 48.72 49.5 48.72 48.72 48.72 48.72 48.72
Tamsil 8
Tixogel VZ
1.98 1.98 1.98 1.98 工98
19.8 1.98 1.98 1.98 1.98
Sand 100/140
48.95 48.95 48.95 48.95 ~ 48.95 48.95 48.95 48.95 48.95
VC80000 036
0.36 0.36 0.36 0.99 0.36 0.36 0.36 住36 且 0.36
ysica了尸厂0perties
Compressive Strength, psi 12,013 11,0礴 2
乳 241 1,284 2,965 3,325 2,991 2,847 乳290
Tensile Strength, psi
805 2,690 5巧
乙 乙 1,367 1,359 乙025 1,495 837 2,202
丁ensu}e Modulus, ksi
1,300 1,144
1,191 1,0刀 954 1,267 106 836 1,645
卜日nkage
闷’ 冰的的
欲孚 欲〔仍
欲。 欲吕． 次。 次小
旧 品乌 日只
旧‘ m 。． 。． 。、
卜‘ ·
窝 次器 ·
‘ 寸囚 寸
。 。 m 对 m 洲 洲阶飞
欲 求的
次。 欲获． 次呆． 欲歇．
岁仍。．
阅廿 洲
叭． 的、
示苗 次的
之一口闪‘ ， ·
高 寸闪
。 米。山． 。
。 次。 m 寸 闪 以伙 曰 洲 烹觉
次 欲闪 次留
米。山‘ 次
句’ 。。衬
m 的、
霖 · ·
‘ 写 君
。 。 。 次
怕 次家． 吊 〔 曰 洲
团闪＋ 次的
欲吕‘ 界。的。
口卜 的 众’ 窝只
。怕． 。。‘ 。。、
。 。 。 州
』。。』
寸阎十 次
界孚． 次 次 欲 欲 欲 次
。山已 。，。 仍小． 日成
承． 州 曰
召｝么娇。 ·
卜哎一 用
。 。 的
寸 的 的 闪 曰
m 欲 欲
｝匕又。。
欲。山、 欲。山』 次 次仍。． “孟叨廿
闪十 仍的的、 昌。、 出洲、
。 。 〔 闪 州 曰
} 例 囚
一欲的仍
感又套 冰
界吕． 水孚． 米常． 冰承， 欲家奋 冰瑞． 次盆，
旧侧、 。鼠、
哎一 。 。 。 m 廿 的 币 的峭气 闪 留山、 州 小
曰 次的的‘
欲孚。 次民． 次。旧， 冰。的， 欲。。． 冰象．
。 。 吊 寸 闪 州 的台、 曰 。昌、
次。团。 欲。 次。。．
次。小．
找一 。 。 。 m
廿 曰 周的曰 曰
。曰十 欲器．
承吕． 冰吕．
岁。 欲。。． 次。。‘
卜口龟 。。乌
。 。 〔 甘 闪
下乌 妥叭
｝』灿众 石省 叻
胡里 三名。
遐℃ 寻之
召｝ 左飞七妈洛
、。。叫 忍
胃。 盆泣扮 罗 沥的。」江
例州侧。 乱
曰。昌女卜山 拭。 芝。
。 。。
哟。 e
冶份乐 C 的
晒。 闪闰
。。 ＝叻 乃
的月已 。用 。寸的匕的 生它 一。凹
。寸王 召‘
。闪 。洛 ：明 名尸
2 。业奋
乏。之 ＝们 ：叭
闪 ” 8
｝仍 m 召吕 。
」山工 任。
9 。 象 任门 。圣 ｝＝
出 卜的卜 。。 ｝
七 C C
邀 乐 比‘ 巴口
苗 尽 山
。 次 上仍
“ ｝龟
」 比 喊 喊
卜 卜 〕 卜
A7+-291A7+-30}47+- 3 1147
十～32.47十～33{A7+-34}47十-35{A7十一361A7十 37{A7+-38
Resin Side (Part A)
C2208
39.88%
39.88% I39.88% I 39.88%
SR350
6.6 1% 10.17% 20.35%
SR540
4.07%
.17% 30.52% 10.17%
PR012128
4.07% 20.35%
.52%
SR833S
19.33% 30.52% 20.35% 20.35%
DION 9165
6.61%
Ethylene Glycol
0.50% 0.50% 0.50% 0.50%
0.25% 0.25% 0,25% 0.25% 0.25% 0.25%
0.50%
0.50% 0.50% 0.50% 0.25% 0.25% 0.25%
0.25% 0.25% 0.25%
F16332
0.30% 0.30%
0.30% 0.30% 0.31% 0.31% 0.31% 0.31% 0.31% 0.31%
R202
3.99% 3.99% 3.99%
3.99% 2.34% 2.34% 2.34% 2.34% 2.34% 2.34%
R974
BYK-605
BYK-E401
S720
M9400
4.99% 4,99% 4.99% 4.99%
.09% 5.09% 5,09% 5.09% 5.09% 5.09%
引ass Fibers
9.97% 9.97% 9.97% 12.82% 12.82% 12.82%
12.82% 12.82% 12.82%
Sand 100/140
24.93%
4.99% 7.48%
Silicosil 63
24.93% 39.88% 34.90% 32.40% 38.25%
38.25% 38.25% 38.25% 38.25% 38.25%
8900 )：犷：
Activator Side (Part日夕
4 8 2 ”口
AFR4O 口
48.72 48.72 48.72 48.72 48.72
48.72 48.72 48.72 48.72
丁amsil8
丁ixogeIVZ
1.98
1.98 1.98 1.98 1.98 1.98 1.98 1.98 198
Sand 100/140
48.95 48.95 48.95
48.95 48.95 48.95 48.95 48.95 48.95 48.95
VC 80000
0.36 0.36 0.36 0.36 0.36
0.36 0.36 0.36 0.36 0.35
Physical 户r口perties
13 617 12 838 10 56] 812 12 303 11 051
Compressive Strength, ps
, , , , ,
501 772 385
1 2 528 1 860 2 2 888
Tensile Strength, psi
, , , , ,
1 171 1 153 1 167 074 1 251 954
Tens 随 Mod川US水
, , , ,
34% 40%
1 57% 1 82% 1 44 2 03% 1
rinkage
. . .
国 界州 次闪闪
次它． 次叭
次卜。． 次招‘ 次昌． 次旧， 次旧， 次州 次寸 仍洲卜或
次小。． 次曰
甘＋ 众 . 织 以代 昌公
m m 面嘴 必
． 内 闪曰
寸 寸 。 . 。 。 。 寸 例 州吸
次叭 次川
导’ 次闪 次旧
欲叭 岁冷己 次州 次廿 欲 从
闪卜‘ . 喃。 次
别闪 东小 。阳 。
的五 m· 卜或
十 国 创的
闪． ·
闪廿 们甘
卜喊 ·
。 。闪 州
‘ ‘ 洲
。 。 刊 闪
全 一 写‘
｝ 求州。‘ 岁卜。今 岁
次 次目． 次目乙 欲叫 次廿 次 m
之旬灿匕 。。。、 欲廿廿‘
mm 叶
易裂 目
卜。． 招． 巴山
＋ 旧、
mt 〔．
旧 ， 寸 旧 。 。 闪 曰 众
洲 采闷
嘟七三 m
霉 ＊以， 来卜州
次昌 次的闪
次的闪‘ 次山 次州 欲寸 次。。．
＋ 叭、
闪， m m 刊、
。 日 ·
‘ ． 口 的阶 昌 次性
。 。 。 闪 叫 。
田 曰 罗
一 寸寸
甲礼的 米卜州
次闪 次目
次 欲幻． 次叫 界廿
芍 界。
· 旧， 丸、
十 国， 委 卜
m m 。，
卜哎 ·
， 闪 洲 的 洲
。 内 闪 用代
一 的寸十
欲 冰 次曰 欲 ＊仍。． 品气
曰 山 闪闪闪曰
羚， 山例． 寸的。 对洲、
。 。 。
闪 山 例 曰
欲 欲卜州日
欲目． 水价闪． 岁粼， 次寸帅
甘十卜 欲吊
州卜 别的、 闪。洲、
品内 胃
哎 。 。 。 闪 。 。‘气 州 洲 寸。
阶 的
闪 岁日
次闪闪， 次的
米冷． 冰的 欲曰 欲寸
洲廿闪‘
m· m
闪． 闰
们 。． 入、
卜戍 己闪
。闪 ·
闪曰 的的 日 器伙
。 。 。 闪
川 闪 沪 曰 国
一 。甘十
欲卜 米 次 冰 欲明
次 欲月， 欲幻． 欲州 欲寸
招。 卜 留御
m 息、
。． 侧用
。． m 苗例 。． 叶闺
寸 ‘ 侧 到
寸 。 。 。 。
的 创 闪。。、
一 用，
次 次 次众． 次
欲。。， 罗性
闪的 叭叫
丸． 寸 。。的
十 口寸曰
卜哎 ·
。曰 ·
． 闪曰
。 。 。 闪
m 山 洲
认泣』 豆、
哎七 C
七旬含 的＝
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召 写曰 ＝〕
仍」 刀。
＄ 口。 宙
召端之 之
。 留 、 乐。 二
。。州 。。洲 。。。。 芝。
东乙 。匡次
团。。 e
们〔 5 的 飞。
田 孚 导 寸〕 。。 一｝的 要
导 」。
。 。 ”叭
m 里 芝。
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端勺 。‘ 业乙 · 众冲 刀＝ 。 息 ｝协
匕工 孚 毛仁门 C
m 臣晌 闰比 9 的〕，
攀山 任 三。
。足 任‘ 亡
已 之 ｝」
氏 四．
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苗 厌 星
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泊山’ 冰。州 米。， 次州寸
次。州日
米曰 尔叹
求州 欲。 次寸 求的 求。
目． 山 m 寸闪 。、 。洲
卜‘ · 小
日 。阶 到
t ． 。寸
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么日 以‘ 留
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。 臼 的名、
州 的月、
。 。 。 闪
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m m 。．
寸洲 欲
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旧的曰 。。、
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． 的 日 出只
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mt m 州山
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次曰。． 求留卜 欲卜。． 求山刊的
欲卜。， 求目． 欲丸． 冰州〔， 次寸 宾晌、
＊。。。 罗卜州
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到 峭 州 的团百
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。囚 。
。 。 。 闪
次乌日 欲卜州日 欲卜州
次易， 次目
欲的 欲冷． 次留． 次寸
米。。． m
的． 欲忿．
小寸廿、
例 m 卜
日 日 · 、
L ． 卜
。 叫州 的 口 尔
戍 一 。 。 刊
小叶胜 次众毛
次冷 欲冷 次 欲
欲。。的
州〔 寸的． 叫
＋ 留．
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己 己 ·
公 的 日
孟、 豆‘
豆全 仍习
导 叻。
立｝ ＝〕
匕 七。
‘ 。山仁 之。
“胃洲 之欢田匕 巴
召讲之斌匆
岁比叭的 忍
吕寸 务
翻田 芝‘
冶 。曰
的 吕 。 ：们
。 卫全 全
。 之 。 山 。寸
寸 m 芝
闪。空 寸 ：的 ：仍
· 公卜 弓用 任
闪闪。 m 山乐 9 匕
的 卜仍 任。
出 』卜
乐 臣 。乏 里
氏 C C
苗 主们
工 乙 山 搏
‘ 山 叨
仍 切 〕
"' 八‘
。。‘ 次吕 欲吕
欲。。‘
欲示己 冰孚 欲异 欲。喊 次。。‘ 。＄、
赓灯、 荞雳州
次＼、勺
卜戏一 ·
异 。旧 只
。 。 闪 闪
往。亡。
匀。‘ 米。 欲 次
求 次 欲 欲 欲 的
孚己 。。、
日好 。州日
芝次洛勺 。山． 。山， 。 。喊闪 。山、
乌一 ，
。州 日
。 。 。 闪
卜口牛 求。。
界乐． 米吕． 界。的甲 欲。 冰。。， 求日． 。卜旧、
叭寸 寸曰
。 。 囚 山 山 闪
的「十 欲对。
欲。寸。 次。 欲 欲寸。， 尔叹
欲的 次
卜二 ·
团 。。 到
。 。 曰 囚
份。十 次。。
荞。。』
界。州 欲。的． 欲。的‘ 求。寸。
岁。的户 次。。．
欲。闰曰
尼山、 m
戏一 卜 界 。 。 。
闪 旧 。 叫
m 次”
欲 欲 欲 次日心 次 。
。书 卜曰曰、
m 。寸． 。寸． 局．
＋ m 的
卜． 。
』 司．
山叭 寸曰
。 。 闪 寸 闪
留子 欲
界出． 米。寸． 欲。寸、 欲寸闪． 次寸。． 织吸
次的。．
。卜， 卜卜卜、
。． 雪
。 次导．
戏一 。 。 。 州 寸 州 石
问。． 欲召
欲。 次。 欲局． 次日． 欲的 。
十 队叫
寸， 甘‘
山． 寸、
卜戍 ·
。 米 。 。 。
N 廿 的 闪
欲目 次
欲寸门．
欲寸的． 米日． 岁曰。． 岁用，
口牛 欲出
曾 蕊田、 阅
复一 ·
。 m m 、
。 。 。 州 吊 。 曰 洲
劝。。 。叭子 次。哟
＊器， 冰卜嘴
罗等． 次寸 欲丸， 次 次 仍的电
闷 岁众曰
司』 廿． 州闪 廿寸
寸、 闪、
胃 · ·
公 山， 寸州
闪 。 。 。
锐乌 下长
哎七 C
「七旬电
厄之 鉴
召端匕 导之
口。亡 全次。匕 。
召｝℃试七 趁
。洲小之
山 罗 」
曰 。留
。。。 〕 乏
州洲。臣 三钦的
山。甲 。艺 们山
的 的 ｝。。
。。 苍
佣。 吕 。 少， 一品
m 搜的
：的任门 老
m 乏。之 闪。望 寸卜 。田〕， ：的
的日」 8 。。。匡 之仙勺 寸匕」哎
· 侧价 廿 刀仁币 毛 认全
闪闪〕 m 匕工
差叭 9 巨。
丫乙 圣山 。
。乏 些。 C C C 圣的
。匕 一
忆 。 ：叭
次 含 巴
』 屯 口
之 欲的 次。
米的山寸 欲留． 次目 承山 次众心
米留石 米小 米寸月目
裂’ 叭叨
手’ 况’
十 。门
寸， 寸，
国寸 叫卜 曾 承’
卜代 ·
州 。 。
留’ 冰。卜， 次昌‘
欲象． 欲。， 次。， 次 次尔‘ 次吕．
的寸 留． 蓉 山硕阅
卜喊 ’
闪 。 舀‘
叮 的寸 州
州 。 。 。 曰 寸
冰品． 欲卜寸‘
次卜寸． 欲的闪． 求曰闪． 次曰卜， 界小
小廿 苗。
m 州 伪贝曰 。
寸 。 ，
。 。 曰 叶 山 对 岁蓉 织蓉
冰 欲 欲哭 欲。。‘ 求忿‘
界的 次口的
囚 众 ‘
卜寸， 卜寸呀
里长 十 N· m
牙 目’ ·
已 ． 蓉
。 。 闪 洲
欲。 欲 欲
冰 界 次 界的。， 。
闪卜’ 荞异
。。 用。 。。、
。寸咚 。寸 叶 叶
剑 。‘
卜 · 的
哎 。 。 。 曰 寸 叶 众必寸 闪 曰
闪 曰 洲
欲织 米刊
次 次 欲 米 欲寸中曰 日叹
离‘ 。
· 。 。寸。 寸闪。
的。寸 。丈 寸入洲
。， m
凌 寸闪 ·
洲 的 。 旧 臼
次落‘ 求的。口 欲 。
次。 欲导． 欲廿 冰寸 次的 。
闪卜 山伪 ￡咬 冰
十复 写州
。． m
对。 叫。
。． 。。 面寸
的 洲 。 寸曰
洲 寸 例
次刊。闰
次。寸． 欲。， 冰 次寸。． 次叭。． 。灯。、
裂， 织． 曰 承山
的仍 。〔户
之 一 目‘ · 。曰
· 的寸 的寸
洲曰 曰 。
。 。 。 州 写
廿 闪
米日． 次
次孚． 冰。的． 冰。峭． 冰。寸．
次。。． 。叮呢
闪卜心 岁。
。。 的叭 的东、
。。 旧
舀 口阶，
左 一 ·
蓉 的寸 m
廿 。山 曰 m
。 。 。
次众． 次 界 界 欲
欲 辞 臼咤
之． 的。． 宇月曰
落 闪民、
的。 的更
。寸寸 。寸， 寸叫， 寸小、 俐。的寸
』 团 ·
m 曰州 洲 。 名
。 。 。 洲
。。 例
获乌 蕊
C 兴红
星｝ 勺
｝』七牙 」 ￡罗
导之 。
及℃ 寸之
的口 的句
召 周 巴
。 。黯
曰小 。 。 苗。 乏。
｝协亡、 州留。 二‘价
用的 。 e 的
以 。 。。 毛
闪。 吕 导鉴仍 昌 。。 ＝仍
召坛 一。的
窝以 导 ＝明 召 」江
乏 到 老
m 忿 8 。 ：叨 ：叭
业奋 。 之七 ｝娜
侧〕 m 匕工 业奋 寸小芝
招 差的 9 。
：苗 日」 任 。圣 句岁 任
。。 生哎
乐 臣 。之 C 全
左 里口 C C 三叭
臣 兰仍
。 m 次 己
仍 江 成 卜 卜 久
R974/BYK605 5-Point Study
」 Pumpability Match
A7十 80 A7十‘81 A7+-85 A7+-86 47十-87 A7十～88 A7+-89
A7十 82 A7十 83 A7十 84
Resin Side (Part A)
C2208
SR350
SRS4O
PR012128 4,61% 4.77% 4,77% 4.75% 4.75% 4.75% 4.75% 4.75% 4.75% 4.75%
5R833S
DION 9165 32.19%
33.26% 33.29% 33.19% 33.19% 33.19% 33.19% 33.19% 33.19% 33.19%
Ethylene Glycol 3.88%
HET 0.47% 0.47% 0.47% 0.47% 0.47% 0.47% 0.47%
NDM 0.46% 0.47% 0.47% 0.47% 0.47% 0.47% 0.47% 0.47% 0.47% 0.47%
「 16332
0.46% 0.47% 0.47%
0.29% 0.29% 029% 0.29% 0.29% 0.29% 0.29%
R202
0.27% 0.28% 0.28% 1.86%
R974
1.16% 1.60% 1.60% 1.00% 1.00% 2.00% 3.00% 3.00%
B丫K-605
4,53% 4.68% 4.68%
0.20% 0.50% 0.70% 0.60% 1.50%
BVK-E401
0.10%
丁5720
M9400
4.67% 4.67% 467% 4.67% 4.67% 4.67% 4.67%
6！日SS日bers
.18% 5,36% 5,36% 5,35% 5'35% 535% 乐35% 5.35% 5.35% 丘35%
Sand 100/140
Silicosil 63
47.26% 48.83% 48.87% 48.74% 48.74% 48.74% 48.74% 48.74% 48.74% 48.74%
R900
0.29% 0.21% 0.21% 0.21% 0.2 1% 0.2 1% 0.21% 0.21% 0.21%
Activator Side (Part 日少
AFR4O 48.72 48.72 48.72
48.72 48.72 48.72 48.72 48.72
Tamsil 8 …
- - - -
丁ixogel VZ
1.98 1.98 1.98 1.98 1.98 1.98 上98 1.98
48.95 48.95 48.95 48.95
Sand 100/140
48.95 48.95 48.95 48.95 48.95 48,95
VC 80000
0.36 0.36 0.36 0.36 0.36 036
1 0.36 仓36 0.36 0.36
ysica!尸厂0户erties
Compressive Strength, PS
Tensile Strength, psi
Tensile Modulus水SI
Shrinkage
1.98
48.72
1.98
48.72
目问 ｝口
K E4011 Ladder TS720 Ladder Final
（ A7+-90 A7+~91 A7+-92 A7+~93 A7+-94 7+-95
Resin Side (Part A)
C2208
SR350
SR540
PR012128
4,75% 4.75% 4.75% 4.75% 4.75%
4.75%
川切炭 SR833S
创ON 9165 33.19% 33.19% 33.19%
33.19% 33.19% 33.15%
Eth训eneGi丫cot
0.47% 0.47% 0.47% 0.47% 0.47%
。因 0.47%
0.47% 0.47% 0.47% 0.47% 0.47% 0.47%
F16332
0.29% 0.29%
0.29% 0.29% 0.29% 0.28%
R202
1 0 0 2 9 0 % %
R974
BYK-605
0 0 % 1 0 % 八
BYK-E401
S720
1.00% 2.00% 3.00%
M9400
4.67% 4.67% 4.67%
4.67% 4.67% 4.95%
G｝己 S5Fibers
.35% 5.35% 5.35% 5.35% 5.35% 4.95%
Sand 100/140
Siticosil 63
48.74% 48.74% 48.74% 48.74% 48.74% 49.48%
R900 0,21%
0.21% 0.21% 0.21% 」 0.21% 0.21%
Activator Side (Port B少
AFF14O
48.72
48.72 48.72 48.72 48.72 48.72
Tamsit 8
Tixogdvz
1.98 1.98 1.98 1.98 1.98 1.98
Sand 100/140
48.95 48.95 48.95 48.95 48.95 48.95
VC 80000
0.36 0.36 0.36 0.36 0.36 0.36
尸六，巧记a! Properties
Compressive Strength, psi
下ensi
沦 Strength, psi
TensileModutus, ks
c 卜自门
kdgC
Compression Testing
Anchoring adhesive ingredients were mixed an(i molded into cylindrical
samples having a 1.25 inch diameter and i-inch length, to approximately simulate the
size and shape of anchoring adhesive typically formed in a borehole. The samples were
cured for at least 24 hours at ambient conditions, and were placed in a universal flat plate
testing machine. The samples were compressed at a rate of 0.1 inch per minute while the
force and deflection were measured until the sample failed or the deflection reached 0.4
inch. The maximum compressive force was recorded.
Tensile Testing
Dog-hone shaped samples were molded according to the shape illustrated
inRgs. 1-3, and were cured at ambient conditions for at least 24 hours. The diniensions
A-K indicated in the drawings were as follows:
1.00 in.
E 1.00 in.
A 0.25 in.
BCD F
0.25 in.
B 0.35 in. F 1.25 in.
G 2.00 in. 7.00 in.
C 0.25 in.
0.25 in.
D 184.6。 H 1.25 in.
The test samples were placed in the groups of a large Instron 5586 tensile
tester with a 2000-lb load cell adapter and pulled at a speed of 0.2 in. per minute. The
force and deflection were measured until the sample failed. The maximum tensile force
was recorded.
Shrinkage Testing
The same molded samples used for compression testing were used to
measure shrinkage. After the sampled were cured for 24 hours, the diameters of their
山ameter. The shrinkage was calculated
bases were measured and compared to the mold
according to the equation:
：’ meter)x 100%
Shrinkage=(I-‘赞州
含宝飞0王吐口芝3」的任丈雪r
ITW 60591 18
H:\t xb\In terwoven\N RPortbl\D CC\T XB\11851455_1. doc-10/28/2016
While the embodiments of the invention described herein are presently preferred,
various modifications and improvements can be made without departing from the spirit
and scope of the invention. The scope of the invention is defined by the appended claims,
and all changes that fall within the meaning and range of equivalents are intended to be
embraced therein.
Throughout this specification and the claims which follow, unless the context
requires otherwise, the word "comprise", and variations such as "comprises" and
"comprising", will be understood to imply the inclusion of a stated integer or step or group
of integers or steps but not the exclusion of any other integer or step or group of integers or
steps.
The reference in this specification to any prior publication (or information derived
from it), or to any matter which is known, is not, and should not be taken as an
acknowledgment or admission or any form of suggestion that that prior publication (or
information derived from it) or known matter forms part of the common general
knowledge in the field of endeavour to which this specification relates.
The disclosure of the complete specification of New Zealand Patent Application
No. 618015 as originally filed is incorporated herein by reference.
H:\t xb\In terwoven\N RPortbl\ D CC\T XB\11851455_1. doc-10/28/2016
Claims (4)
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; 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.
2. The method of Claim 1, wherein the adhesive bond exhibits an adhesive strength of at least about 1500 psi, a compressive strength of at least about 10,000 psi, and a shrinkage not greater than about 1.6%.
3. The method of Claim 1, wherein the substrate is one of concrete, steel and wood.
4. The method of Claim 1, wherein the isocyanurate compound is selected from the group consisting of compounds having the following chemical formula: wherein each R and R' is allyl, alkyl or aryl.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/110,504 US9074114B2 (en) | 2011-05-18 | 2011-05-18 | Isocyanurate vinyl ester anchoring adhesive composition |
| US13/110,504 | 2011-05-18 | ||
| NZ618015A NZ618015B2 (en) | 2011-05-18 | 2012-05-17 | Isocyanurate vinyl ester anchoring adhesive composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NZ707552A NZ707552A (en) | 2016-11-25 |
| NZ707552B2 true NZ707552B2 (en) | 2017-02-28 |
Family
ID=
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