WO1991009083A1 - Adhesif de liaison des membranes en epdm polymerise sur des substrats de toitures - Google Patents

Adhesif de liaison des membranes en epdm polymerise sur des substrats de toitures Download PDF

Info

Publication number
WO1991009083A1
WO1991009083A1 PCT/US1990/007491 US9007491W WO9109083A1 WO 1991009083 A1 WO1991009083 A1 WO 1991009083A1 US 9007491 W US9007491 W US 9007491W WO 9109083 A1 WO9109083 A1 WO 9109083A1
Authority
WO
WIPO (PCT)
Prior art keywords
pphr
concentration
composition
rubber
adhesive
Prior art date
Application number
PCT/US1990/007491
Other languages
English (en)
Inventor
Chester T. Chmiel
David A. Young
John S. Piwnica, Jr.
Original Assignee
Uniroyal Adhesives And Sealants, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Uniroyal Adhesives And Sealants, Inc. filed Critical Uniroyal Adhesives And Sealants, Inc.
Publication of WO1991009083A1 publication Critical patent/WO1991009083A1/fr

Links

Classifications

    • 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
    • C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
    • C09J123/26—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment
    • C09J123/28—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment by reaction with halogens or compounds containing halogen
    • C09J123/283—Halogenated homo- or copolymers of iso-olefines
    • 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
    • C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J153/02—Vinyl aromatic monomers and conjugated dienes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/24—Graft or block copolymers according to groups C08L51/00, C08L53/00 or C08L55/02; Derivatives thereof

Definitions

  • This invention relates to a new solvent-based contact adhesive suitable for bonding sheets of cured EPDM membranes to each other and to different roof deck substrates, such as concrete, plywood, isocyanurate foam, and fiberboard.
  • the use of cured EPDM single ply membranes as a material for roofing has been in existence for about 20 years. When employed in this capacity, it is often necessary to bond the EPDM membrane to many different roof deck substrates, such as concrete, plywood, isocyanurate foam, and wood fiberboard.
  • the current industry standard bonding adhesive is a neoprene based material consisting of neoprene dissolved in a mixture of solvents and incorporating resins, fillers, curatives and stabilizers to a total solids content of about 23%. This adhesive develops peel adhesion values in the range of 2 to 4.5 lbs./inch width when EPDM membrane is adhered to the substrates mentioned above.
  • Neoprene-based adhesives generally develop rapid initial strength and possess excellent resistance to creep and cold flow, however, they exhibit relatively poor resist ⁇ ance to moisture and high temperatures prevalent on roofs.
  • EPDM itself is a poor adhesive polymer. When EPDM is employed as an adhesive, the resulting compounds have little or no tack and, when uncured, are very thermoplastic.
  • U.S. Patent No. 4,501,842 and RE 32,634 describe an adhesive for bonding cured EPDM membranes having a formulation of a blend of three rubbers - namely, (1) a halogenated butyl rubber; (2) a pre-crosslinked butyl rubber; and (3) a-three-block copolymer with polystyrene end blocks and a rubber poly(ethylene-butylene) mid block, together with a petroleum hydrocarbon based aliphatic thermoplastic resin having a high softening point and a curing agent of an aliphatic isocyanate.
  • U. S. Patent No. 4,603,164 describes a butyl-based adhesive for bonding cured EPDM membranes.
  • the adhesive of this patent includes (a) a halogenated butyl rubber; (b) a pre-crosslinked butyl rubber; (c) an ethylene- propylene-nonconjugated diene terpolymer; (d) a petroleum hydrocarbon based aliphatic thermoplastic resin having a high softening point; and (e) an aliphatic isocyanate.
  • a butyl-based adhesive which does not depend on isocyanates for bonding cured EPDM membranes is described in U.S. Patent 4,851,462.
  • the adhesive of this patent includes: (a) a pre-crosslinked halogenated butyl rubber; and (b) a petroleum hydrocarbon based aliphatic thermoplastic resin having a high softening point.
  • the thixotropic characteristics of this adhesive do not make it suitable for use on substrates which are relatively porous. Consequently, there is a need for an adhesive which can bond EPDM to a variety of substrates, including those which are porous.
  • the invention relates to an adhesive formulation which incorporates a blend of two types of rubbers including a pre-crosslinked halogenated butyl and a polystyrene- ethylene/butylene-poly ⁇ tyrene (S-EB-S) block thermoplastic rubber.
  • S-EB-S polystyrene- ethylene/butylene-poly ⁇ tyrene
  • a variation to this formulation incorporates a blend of five types of rubbers including the two mentioned above with three additional rubbers: a halogenated butyl, a pre- crosslinked substantially non-halogenated butyl and an EPDM.
  • a further variation to this formulation incorporates a blend of three types of rubbers including the two mentioned above with a low molecular weight, highly tacky polyisobutylene.
  • Another variation of this formulation incorporates a blend of four types of rubber including the two mentioned above along with polyisobutylene rubber and a styrene-butadiene rubber (SBR) .
  • All formulations may contain at least one high softening point thermoplastic resin to impart increased heat resistance to the adhesive and at least one lower temperature softening point thermoplastic resin to impart tack properties to the adhesive. Solvents may also be included, if desired.
  • the adhesives of this invention provide heat and weather resistance exceeding that provided by the neoprene- based adhesive that is currently the industry standard for bonding EPDM membranes to such roof deck substrates.
  • the bond strengths of cured EPDM to these roof deck substrates through the use of the adhesive of this invention are equal to or higher than those obtained when using the current neoprene bonding adhesive.
  • higher levels of bond strengths of the adhesive of the invention are retained over time with aging.
  • an adhesive composition for bonding cured EPDM membrane to various roof deck substrates which comprises a formulation of two rubbers: a pre-crosslinked halogenated butyl rubber and a three-block copolymer with polystyrene end blocks and a rubbery poly(ethylene/butylene) mid block.
  • Another adhesive composition includes three additional rubbers: a halogenated butyl rubber; a pre-crosslinked butyl rubber; and an EPDM rubber.
  • Another composition includes an additional rubber: a low molecular weight polyisobutylene. This latter formulation may preferably include a styrene- butadiene rubber.
  • Each formulation also contains at least one high temperature softening point thermoplastic resin to impart increased heat performance characteristics to the adhesive and at least one lower temperature softening point thermoplastic resin to impart tack properties to the adhesive.
  • Each formulation also utilizes at least one organic solvent in an amount sufficient to act as a dispersion medium for the rubbers and resins.
  • the present invention provides a composition and method for developing a bond strength of cured EPDM membrane to various roof deck substrates which are equal to or higher than those obtained with the current neoprene-based bonding adhesive compositions, while maintaining satisfactory creep, cold flow and heat strength characteristics, and providing an adhesive exhibiting better resistance to moisture and high temperatures and a longer useful service life.
  • the preferred- components and their concentration in the adhesive compositions of the invention are as follows:
  • the first rubber component is a pre-crosslinked halogenated butyl rubber component which may be comprised of a mixture of halogenated butyl rubbers possessing different degrees of crosslinking and which is present at a concentration of 30-95 parts per hundred parts rubber (PPHR) , preferably between 60-90 PPHR for a two or three rubber component formulation and between 35-65 PPHR for a five rubber component formulation.
  • PPHR parts per hundred parts rubber
  • the molecular structure of the crosslinked halogenated butyl can be schematically represented as:
  • M, N, Y and Z may vary but preferably equal 96, 2, 1 and 1, respectively.
  • the second rubber component is a styrene-ethylene/ butylene-styrene block thermoplastic rubber of the type produced by Shell Chemical Company, Houston, Texas, and having a styrene content of 12-14%, a mid block content of 86-88% and a tensile strength of 3,300-3,500 lbs./in. 2. This component is added at a concentration of 5-50 PPHR, and preferably 10-40 PPHR.
  • An optional third rubber component is a halogenated butyl rubber of the type produced by Polysar Limited, Sarnia, Ontario, Canada.
  • This component is preferably a bromobutyl rubber having a 27-51 Mooney viscosity (ML 1+8 @ 125° C) and 2.0 - 2.5% Bromine content.
  • this halogenated butyl rubber is added at a concentration of 0-20 PPHR, and preferably at 5-15 PPHR.
  • n can vary but is generally about 50.
  • halogenation of the butyl rubber polymer illustrated above can be performed in any known manner, but, is preferably derived through a process proprietary to Polysar which achieves up to 90% of the halogenation situated allylic to the double bond with retention of most of the unsaturation.
  • An optional fourth rubber component is a pre- crosslinked, non-halogenated butyl rubber of the type produced by Polysar Limited, -Sarnia, Ontario, Canada, with a weight percent solubility in cyclohexane of 15-50%. This component is added at a concentration of 0-20 PPHR, and preferably at 3-15 PPHR.
  • An optional fifth rubber component is an EPDM rubber of 65-80 Mooney viscosity (ML4 at 125° C) produced by Uniroyal Chemical, Inc., Naugatuck, Connecticut. This component is added at a concentration of 0-5 PPHR, and preferably at 1-3 PPHR.
  • pre-crosslinked halogenated butyl rubber components contemplated herein which components are available from Polysar Limited, Sarnia, Ontario, Canada, are those designated as XL-40302, XL-60302 and XL-75302, each possessing different degrees of crosslinking. These components can be used individually or as mixtures to make up the pre-crosslinked halogenated butyl rubber component of the adhesive formulation.
  • An optional sixth rubber component is a low molecular weight polyisobutylene rubber produced by Exxon Chemical Co., Houston, Texas. This rubber is added at a concentration of 0-20 PPHR, and preferably at 2-15 PPHR.
  • An optional seventh rubber component is a styrene- butadiene rubber. This is a random mixture of styrene and butadiene, and is conventionally known as SBR.
  • SBR styrene-butadiene rubber
  • a typical SBR is produced by Ameripol Synpol, Port Neches, Texas and is known as Ameripol 4503. This rubber is added at a concentration of 0-20 PPHR, and preferably at 5-15 PPHR.
  • the sixth rubber component alone or in combination with the seventh rubber component, is utilized in combination with the first and second rubber components.
  • the third, fourth, fifth and sixth rubber components ma be utilized in combination with the first and second rubber components.
  • the resin component of the present invention includes at least one high softening point thermoplastic resi to impart increased heat performance characteristics to the adhesive. Added to the formulation is at least one other resin which possesses a lower temperature softening point to impart tack properties to the adhesive.
  • high temperature softening point resins are thermoplastic aliphatic hydrocarbon types made from petroleum monomers. These aliphatic resins are derived from hydrocarbon feedstock monomers possessing from about 5 to 9 carbon atoms, which are polymerized to varying molecular weight ranges so as to achieve softening points in the range of about 150 and 200°C, preferably from about 160 to 185°C.
  • the most preferred high temperature softening point thermoplastic resin is selected from the PICCOVARTM series produced by Hercules, Inc., Wilmington, Delaware, and has a softening point of about 175 to 181°C, an acid number of less than about 1 and a bromine number of about 16 to about 20. This resin is used at a concentration of 15-50 PPHR, and preferably at 20-45 PPHR.
  • high temperature softening point resins are thermoplastic aromatic hydrocarbon types made from copolymerization of pure aromatic monomers.
  • the softening point range for these resins is between about 150 and 163°C.
  • the most preferred resin is selected from the ENDEXTM series produced by Hercules, Inc., Wilmington, Delaware, and has a softening point of about 159°C and an acid number of less than about 1. This resin is used at a concentration of 0-6 PPHR, and preferably at 1-5 PPHR.
  • resins with lower temperature softening points are those derived from fully hydrogenating aliphatic hydrocarbon resins produced by polymerization of pure monomer hydrocarbon feedstocks.
  • the softening point range is about 120 to 130 ⁇ C and an acid number of less than 1.
  • the preferred resin is selected from the REGAL-REZTM series produced by Hercules, Inc., Wilmington, Delaware. This resin is used at a concentration of 10-40 PPHR, and preferably at 15-35 PPHR.
  • SP-553 is an oil-soluble, thermoplastic, terpene phenolic resin having a softening poin of about 115 ⁇ C. This resin is used at a concentration of 0-2 PPHR, and preferably at 10-20 PPHR.
  • a solvent blend of slow and fast evaporating solvents is used for dispersing the components in the adhesive.
  • Such solvent blend generally includes a mixture of liquid aliphatic and aromatic organic compounds.
  • Example 1 (Comparative) : This example illustrates the adhesion level obtained using an industry standard neoprene- based adhesive such as Carlisle Corp. 90-8-30A.
  • Test samples were prepared from 1" x 12" EPDM stri and 6" x 8" pieces of various substrates.
  • a thin coat of a conventional neoprene adhesive was applied by brushing on 5" of the EPDM strip leaving 1" x 7" of the EPDM uncoated.
  • a strip of adhesive 2" x 5" was applied to the short length of the substrate.
  • the brushed adhesive was allowed to dry for minutes, after which the coated EPDM strip was placed into contact with the dried adhesive on the substrate.
  • the sampl were allowed to condition. for 7 days at 23°C + 2 ⁇ C before testing.
  • the conditioned samples were tested in an Instron Tester by inserting the substrate into the lower jaw of the tester and the uncoated portion of the EPDM strip into the top jaw, the configuration being such that the sample is peeled at an angle of 180° at 2 in./ in.
  • the following results were obtained for peel tests performed at 25 ⁇ C:
  • Example 2 This example illustrates the adhesion level obtained by a preferred adhesive composition according to the invention. The amount of each component is based upon 100 parts of the rubber components.
  • Polysar bromobutyl X-2 (10 parts) , Uniroyal Chemical EPDM 539 (2 parts) and Polysar crosslinked butyl XL-30102 (9 parts) were mixed in a Banbury to produce a rubber masterbatch.
  • Polysar crosslinked bromobutyl XL-75302 (49 parts) and Kraton block copolymer G-1657 (30 parts) were added to the masterbatch and solubilization was initiated by adding a solvent blend of 261 parts toluene and 261 parts hexane into the mixing vessel. Then 35 parts of Piccovar AB-180, 4 parts of Endex 160 and 26 parts of Regal-Rez 1126 (all resins produced by Hercules) were added to the mixer. The components were mixed for 24 hours and the resulting admixture was cooled.
  • the adhesive composition of the invention provides equal or improved performance to that of the conventional adhesive.
  • Example 3 (Comparative) : This example illustrates the adhesion level retained by bonded samples using the neoprene standard when subjected to elevated temperatures such as thos which can occur on a roof having a black EPDM membrane which is exposed to direct sunlight on a hot sunny day. Samples were prepared the same way as in Example 1. The EPDM-to- substrate assemblies were allowed to condition at 23°C + 2° C for 24 hours rather than 7 days prior to beginning aging. Th EPDM-to-substrate assemblies were then aged at 100 C C + 2 ⁇ C fo a period of 7 days then allowed to cool to 23°C + 2°C. The results of peel tests performed at 23 ⁇ C + 2°C appear below in Table 3.
  • Example 4 This example illustrates the increased heat resistance obtained by the adhesive of the invention describe in Example 2. Test samples were prepared the same way as in Example 1. The EPDM-to-substrate assemblies were then conditioned, aged and tested as in Example 3. The test results appear below in Table 4.
  • the results indicate an increase in peel adhesion ranging from about 20 to 208 percent compared to the conventional neoprene adhesive.
  • Example 5 (Comparative) : This example illustrates the adhesion level retained by bonded samples using the neoprene standard when exposed to water, elevated temperatures, and freezing temperatures, such as those weather conditions a roof would experience during the course of a year.
  • the samples were prepared the same way as in Example 1.
  • the EPDM-to- substrate assemblies were allowed to age at 23° + C 2 ⁇ C for 24 hours prior to beginning aging.
  • the substrate assemblies were then conditioned 7 days in water at 70" C and 1 day at -40* C.
  • the samples were then peeled immediately at -40° C.
  • the test results appear below in Table 5.
  • Cinder block 1.4 Example 6: This example illustrates the increased weather resistance of the adhesive of the invention described in
  • Example 2 when exposed to heat, water, and freezing temperatures. Test samples were prepared the same way as in
  • Example 1 The EPDM-to-substrate assemblies were then aged e and tested the same way as in Example 5. The test results appear below in Table 6.
  • the results for the adhesive composition of the invention illustrate an increase in peel adhesion ranging from 68 to 5 143% compared to the conventional neoprene adhesive.
  • Example 7 (Comparison) : This example illustrates the adhesio performance of the industry standard neoprene based adhesive when larger widths of EPDM membrane are separated from the 0 substrate.
  • Test samples were prepared from 6" x 18" pieces of EPDM membrane and 6" x 9" pieces of 1" thick "Marrero" wood fiberboard.
  • a thin coat of the neoprene adhesive was applied by brushing onto a 6" x 8" area of the EPDM membrane leaving 5 6" x 10" of the EPDM uncoated.
  • a thin coat of the neoprene adhesive was applied to a 6" x 8" area of the 1" thick wood fiberboard leaving 6" x 1" of the wood fiberboard uncoated.
  • the adhesive is allowed to dry for 30 minutes, after which th coated EPDM area was placed into contact with the dried 0 adhesive on the substrate area.
  • the samples were allowed to condition for 7 days at 23' C + 2" C before testing.
  • the conditioned samples were tested in an Instron Tester by inserting the substrate into the lower jaw of the J. tester and the uncoated portion of the EPDM into the top jaw. the configuration being such that the sample is peeled at an angle of 180" at 2"/min.
  • the test results appear below in Table 7.
  • Example 8 This example illustrates the adhesion level obtained by another adhesive composition of the invention in which the solvent system is adjusted to decrease the swelling of the EPDM membrane.
  • the amount of each of the solvent components employed in the adhesive formulation is based upon 100 parts of the rubber components.
  • the solvent blend consisted of 221 parts of toluene,
  • Example 2 6 parts of xylene, 73 parts of acetone, and 222 parts of textile spirits. The remaining solid components are the same as in Example 2.
  • the resulting adhesive formulation was applied to the EPDM membrane piece and 1" thick wood fiberboard substrate in the manner discussed in Example 7 and, in addition, the EPDM-to-substrate assembly was aged and tested in the same manner as in Example 7. The test results appear in Table 8.
  • Example 9 This example illustrates the adhesion level obtained by another adhesive composition of the invention in which the rubber masterbatch described in Example 2 has been replaced by the crosslinked bromobutyl XL-40302. This adjustment has been made to simplify production of the adhesive. The amount of each of the components employed in the adhesive formulation is based upon 100 parts of the rubber components.
  • the resulting adhesive formulation was applied to the EPDM membrane piece and 1" thick wood fiberboard substrate in the same manner discussed in Example 7 and, in addition, the EPDM-to-substrate assembly was aged and tested in the same manner as in Example 7.. The test results appear below in Table 9.
  • Example 10 (Comparative) : This example illustrates the level of adhesion developed using the industry standard neoprene based adhesive when the time of conditioning before testing i reduced from 7 days to 3 days.
  • test sample was prepared the same as in Example 7 except using "Sunbury” wood fiberboard as a substrate in placeof "Marrero". After the sample was conditioned for 3 days at 23"C + 2 ⁇ C, it was tested in the same manner as in Example 7. The test results appear in Table 10.
  • Example 11 This example illustrates the adhesion level obtained by another variation of the invention in which a low temperature softening point resin (SP-553) and a low molecular weight polyisobutylene rubber (Vistanex MML-80) are used to increase tack and initial green strength.
  • SP-553 low temperature softening point resin
  • Vistanex MML-80 low molecular weight polyisobutylene rubber
  • the amount of each of the components employed in the adhesive formulation is based upon 100 parts of the rubber components.
  • Example 12 This example illustrates the formulation of a sprayable high viscosity (6000 to 8000 cps) adhesive for bonding cured EPDM membrane to various roof deck substrates.
  • This formulation provides peel adhesion values which are comparable to those of Example 11, but in a sprayable formulation due to its favorable rheology.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Une composition adhésive d'un composant de caoutchouc butyle halogéné pré-réticulé à une concentration d'environ 30 à 95 PPHR; un caoutchouc thermoplastique en bloc de styrène-éthylène/butylène-styrène à une concentration d'environ 5 to 50 PPHR; un caoutchouc butyle halogéné non réticulé à une concentration d'environ 0 à 20 PPHR; un caoutchouc butyle non-halogéné pré-réticulé à une concentration d'environ 0 à 20 PPHR: un caoutchouc EPDM à une concentration d'environ 0 à 5 PPHR; un caoutchouc polyisobutylène à une concentration d'environ 0 à 20 PPHR; un caoutchouc styrène-butadiène à une concentration de 0 à 20 PPHR; un mélange de résine d'hydrocarbure aliphatique à une concentration d'environ 25 à 90 PPHR; et un mélange de résine d'hydrocarbure aromatique à une concentration d'environ 1 à 31 PPHR; et au moins un solvant en quantité suffisante pour disperser les composants précédents.
PCT/US1990/007491 1989-12-19 1990-12-18 Adhesif de liaison des membranes en epdm polymerise sur des substrats de toitures WO1991009083A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US452,894 1982-12-27
US45289489A 1989-12-19 1989-12-19
USNOTFURNISHED 1995-09-15

Publications (1)

Publication Number Publication Date
WO1991009083A1 true WO1991009083A1 (fr) 1991-06-27

Family

ID=23798391

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1990/007491 WO1991009083A1 (fr) 1989-12-19 1990-12-18 Adhesif de liaison des membranes en epdm polymerise sur des substrats de toitures

Country Status (2)

Country Link
AU (1) AU7162891A (fr)
WO (1) WO1991009083A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0866096A1 (fr) * 1996-10-04 1998-09-23 Kuraray Co., Ltd. Composition polymere thermoplastique
WO2001019916A1 (fr) * 1999-09-17 2001-03-22 The Procter & Gamble Company Matieres elastomeres reticulees par rayonnement
WO2008024958A2 (fr) * 2006-08-25 2008-02-28 Tremco, Incoporated Couverture de toit conservant la fraîcheur et adhésif pour celle-ci

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4501842A (en) * 1983-12-27 1985-02-26 Uniroyal, Inc. Adhesive for bonding cured EPDM rubber
US4881996A (en) * 1988-02-22 1989-11-21 Ashland Oil, Inc. Splice adhesive for EDPM roofing and splicing method employing same
US4906683A (en) * 1986-03-03 1990-03-06 Tonen Sekiyukagaku K.K. Thermoplastic elastomer composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4501842A (en) * 1983-12-27 1985-02-26 Uniroyal, Inc. Adhesive for bonding cured EPDM rubber
US4906683A (en) * 1986-03-03 1990-03-06 Tonen Sekiyukagaku K.K. Thermoplastic elastomer composition
US4881996A (en) * 1988-02-22 1989-11-21 Ashland Oil, Inc. Splice adhesive for EDPM roofing and splicing method employing same

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0866096A1 (fr) * 1996-10-04 1998-09-23 Kuraray Co., Ltd. Composition polymere thermoplastique
EP0866096A4 (fr) * 1996-10-04 1999-10-20 Kuraray Co Composition polymere thermoplastique
US6140418A (en) * 1996-10-04 2000-10-31 Kuraray Co., Ltd. Thermoplastic polymer composition
WO2001019916A1 (fr) * 1999-09-17 2001-03-22 The Procter & Gamble Company Matieres elastomeres reticulees par rayonnement
WO2001019918A1 (fr) * 1999-09-17 2001-03-22 The Procter & Gamble Company Materiaux elastomeres reticules par rayonnement
WO2008024958A2 (fr) * 2006-08-25 2008-02-28 Tremco, Incoporated Couverture de toit conservant la fraîcheur et adhésif pour celle-ci
WO2008024958A3 (fr) * 2006-08-25 2008-05-08 Tremco Incoporated Couverture de toit conservant la fraîcheur et adhésif pour celle-ci

Also Published As

Publication number Publication date
AU7162891A (en) 1991-07-18

Similar Documents

Publication Publication Date Title
US4022728A (en) Hot melt pressure sensitive adhesives
EP3020773B1 (fr) Adhésif sensible à la pression à base de caoutchouc
US4881996A (en) Splice adhesive for EDPM roofing and splicing method employing same
US4897137A (en) Primer for use on EPDM roofing materials
US4501842A (en) Adhesive for bonding cured EPDM rubber
US4595636A (en) Bitumen adhesive composition containing an ionomeric elastomer and waterproofing membranes comprising same
US5985981A (en) Elastomeric primer for use with EPDM roofing membranes
WO2016077133A1 (fr) Ensemble adhésif multicouche sensible à la pression à base de caoutchouc
EP3243886A1 (fr) Adhésif autocollant à base de caoutchouc présentant des caractéristiques à faible teneur en cov
US4603164A (en) Adhesive for bonding cured EPDM rubber
JP2005008747A (ja) ゴム系粘着剤組成物とその粘着シート
CA2141500C (fr) Composition adhesive a base de caoutchouc de polychloroprene et de polymonoolefine
US6861139B2 (en) Pressure sensitive adhesive composition and adhesive product using the same
WO1991009083A1 (fr) Adhesif de liaison des membranes en epdm polymerise sur des substrats de toitures
US4851462A (en) Adhesive for bonding cured EPDM rubber containing a crosslinked halogenated butyl rubber
AU2020336323A1 (en) Roofing underlayment using a pressure sensitive adhesive and methods for making and using the same
EP3630906B1 (fr) Composition adhésive thermofusible sensible à la pression présentant des propriétés rhéologiques améliorées
JPH02120347A (ja) 熱可塑性樹脂組成物
JPH1081856A (ja) 接着テープ組成物および屋根を被覆する方法
US3933719A (en) Polychloroprene-base adhesive composition
EP1080157B1 (fr) Ruban adhesif autocollant et produit adhesif utilisant ce ruban
EP3339388A1 (fr) Compositions d'adhésif sensible à la pression pour la fabrication de dispositifs électroniques
GB2192892A (en) Primer for EPDM roofing membranes
JP2762209B2 (ja) 水素添加石油樹脂の製造方法
USRE32634E (en) Adhesive for bonding cured EPDM rubber

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU CA JP

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IT LU NL SE

NENP Non-entry into the national phase

Ref country code: CA