Composition for accelerating the reaction of thermosetting monomers, oligomers, and / or resins

Abstract

Compositions for accelerating the reaction of thermosetting monomers, oligomers and / or resins are provided, as well as two-part compositions, one part of which comprises the composition of the present invention.

Description

[Technical Field]

[0001] Compositions for accelerating the reaction of thermosetting monomers, oligomers and / or resins are provided, as well as two-part compositions, one part of which comprises the composition of the present invention. [Background technology]

[0002] Two-component epoxy-based structural adhesives are known.

[0003] For example, U.S. Patent No. 8,491,749 describes and claims a two-part structural adhesive composition comprising a curable epoxy resin, an amine curing agent, a toughening agent, and a reactive liquid modifier. More specifically, in this context, U.S. Patent No. 8,491,749 claims that the reactive liquid modifier is (i) an acrylate-functionalized compound selected from the group consisting of: (a) General formula Y-[(O-(CO)-(CH2)5) g -O-(CO)-C(R 1 )=CH2] h an acrylate-functionalized compound having wherein Y is a branched or linear alkyl chain having about 1 to 10 carbon atoms or a heteroalkyl chain having about 1 to 10 carbon atoms; each R is independently H or a C1-C4 alkyl; each g is independently an integer ranging from about 1 to 35; and h is an integer ranging from about 1 to 22; and (b) an acrylate-functionalized compound having the general formula:

[0004] [ka] (In the formula, Each R 1 are independently H or C1-C4 alkyl; i and j are each independently an integer ranging from about 1 to 10; k and l are each independently an integer of at least 1, and their sum is in the range of about 2 to 135. (ii) acrylamide-functionalized compounds; (iii) oxalamide-functionalized compounds; (iv) acetoacetoxy-functionalized urethanes; (v) an acetoacetoxy-functionalized polyalkene, or (vi) combinations thereof).

[0005] Furthermore, U.S. Patent No. 10,280,345 relates to a two-part structural adhesive and claims it. U.S. Patent No. 10,280,345 defines the adhesive as comprising the following components: a) a hardener portion comprising: i) one or more epoxy curing agents, the one or more epoxy curing agents comprising norbornanediamine (NBDA), and ii) a reaction intermediate that is the reaction product of a liquid epoxy resin having an epoxy functionality of 2 with an excess amount of the epoxy curing agent; and B) an epoxy portion comprising: iii) one or more multifunctional epoxy resins having an epoxy functionality greater than 2.2. In some embodiments, the one or more epoxy curing agents further comprise 4,7,10-trioxa-1,13-tridecane-diamine (TDD).

[0006] Despite the state of the art, it would be desirable to provide alternative solutions that the manufacturing public can choose from to suit their particular applications. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] U.S. Patent No. 8,491,749 [Patent Document 2] U.S. Patent No. 10,280,345 Summary of the Invention [Means for solving the problem]

[0008] Thus, provided herein in its broadest form is a composition for accelerating the reaction of thermosetting monomers, oligomers, and / or resins, the composition comprising the reaction product of (i) one or more hydrogenated bisphenol A or F epoxy resins, or cycloaliphatic epoxy resins, and (ii) a diamine-functionalized linear alkylene oxide.

[0009] In addition to the reaction product, the composition may optionally include a diamine-functionalized linear alkylene oxide, the same or a different diamine-functionalized linear alkylene oxide, or a combination thereof.

[0010] The diamine-functionalized linear alkylene oxide may be a polyether diamine such as those derived from polyethylene oxide or polypropylene oxide.

[0011] In another aspect, the present invention provides a two-part curable composition, comprising a Part A composition comprising a thermosetting monomer, oligomer, and / or resin component; a toughener component; and a filler component; and A Part B composition includes a reaction product of (i) one or more hydrogenated bisphenol A or F epoxy resins, or cycloaliphatic epoxy resins, and (ii) a diamine-functionalized linear alkylene oxide.

[0012] As previously mentioned, the Part A composition of the two-part curable composition includes a toughener component which may be a core-shell impact modifier.

[0013] The reaction product of the two-part curable composition exhibits many desirable physical properties, such as an adhesive strength of about 20 MPa to about 50 MPa when applied and cured onto one or more of aluminum, titanium, or steel; a color stability of 0 to 10 as measured by UV resistance DE after 300 hours; an Izod impact strength of about 50 J / m to about 150 J / m; chemical resistance capable of withstanding an acid bath having a pH of about 0.1 to about 2 at about 95°C for up to about 1 hour while maintaining at least about 70% of the initial adhesive strength; a glass transition temperature (Tg) of about 50°C to about 150°C; an elastic modulus of about 1 GPa to about 3 GPa; and an elongation of greater than about 0% to about 100%. DETAILED DESCRIPTION OF THE INVENTION

[0014] As noted above, the present invention, in its broadest form, provides a composition for accelerating the reaction of thermosetting monomers, oligomers, and / or resins, the composition comprising the reaction product of (i) one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins and (ii) a diamine-functionalized linear alkylene oxide.

[0015] As noted above, in addition to the reaction product, the composition may optionally include a diamine-functionalized linear alkylene oxide, the same or different diamine-functionalized linear alkylene oxides, or a combination thereof.

[0016] In the composition, the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins may have a number average molecular weight of about 200 to about 700, for example, about 350.

[0017] In the composition, the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins should be present in an amount of from about 0% to about 70% by weight of the composition, for example, about 50% by weight, and desirably about 45% by weight.

[0018] In the composition, the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins are preferably hydrogenated bisphenol A epoxy resins. Commercially available hydrogenated bisphenol A epoxy resins include jER YX8000D and jER YL983U manufactured by Mitsubishi Chemical Corporation (Japan).

[0019] In the composition, the diamine-functionalized linear alkylene oxide may be a polyether diamine such as one derived from polyethylene oxide or polypropylene oxide.

[0020] In the composition, the diamine-functionalized linear alkylene oxide may have a number average molecular weight in the range of about 150 to about 300, for example, about 220.

[0021] In the composition, the diamine-functionalized linear alkylene oxide may be present in an amount of from about 30 to about 99 weight percent, for example, about 55 weight percent, of the reaction product.

[0022] In the composition, the diamine-functionalized linear alkylene oxide may be selected from polyetherdiamines such as 4,7,10-trioxatridecane-1,13-diamine, 4,9-dioxadodecane-1,12-diamine, Polyetheramine D-230, Polyetheramine D-400, Polyetheramine T-403, or 3,6-dioxaoctamethylenediamine. Commercially available products of these include Ancamine 1922A, Ancamine 1618, and Ancamine 2638, respectively, from Evonik, Bayer, and Huntsman; Baxxodur EC-130, Baxxodur EC-280, Baxxodur EC301, Baxxodur EC-302, and Baxxodur EC310; and Jeffamine EDR-148. BASF also supplies diamine-functionalized linear alkylene oxides useful herein.

[0023] The composition of the present invention may be used, inter alia, as one component of a two-part curable composition. For example, a two-part curable composition may include a Part A composition and a Part B composition. Typically, the Part A composition is contained in one chamber of a dual-chamber cartridge suitable for application, but this is not required. In this case, the Part B composition is contained in the other chamber. The two chambers are typically joined by an outlet or outlet orifice, where the Part A and Part B compositions come into contact while being mixed prior to application to the substrate surface. Mixing time can be extended by delivering the contents of one or both chambers more slowly or by attaching a mixing nozzle to the outlet or outlet orifice. Mixing nozzles typically include baffles configured to increase mixing efficiency as well as extend the path the mixed composition takes before being expelled from the cartridge. Sulzer MixPac offers a variety of mixing nozzle designs.

[0024] More specifically, the Part A composition may include a thermosetting monomer, oligomer and / or resin component, a toughening agent component, and a filler component.

[0025] Here, the Part A composition preferably contains a thermosetting monomer, oligomer, and / or epoxy resin as a resin component. The number average molecular weight of the epoxy resin should be about 300 to about 700, and about 350 is preferred.

[0026] The epoxy resin may be a bisphenol A or F epoxy resin, a hydrogenated bisphenol A or F epoxy resin, or a cycloaliphatic epoxy resin, or a mixture thereof. Desirably, the epoxy resin should be a bisphenol A epoxy resin or a hydrogenated bisphenol A epoxy resin.

[0027] The thermosetting monomer, oligomer and / or resin component should be present in the Part A composition in an amount of about 20 to about 85 weight percent, for example about 75 weight percent, and desirably about 74.5 weight percent, based on the total Part A composition.

[0028] The toughener component of the Part A composition may be a core-shell impact modifier.

[0029] When the toughener component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymer core and at least two polymer layers surrounding said core, each layer having a different polymer composition than the other layers, at least one polymer layer comprising a polymer that is a gradient polymer, said gradient polymer being a copolymer comprised of at least two different monomers (A) and (B) and having a gradient of repeat units arranged from predominantly monomer (A) to predominantly monomer (B) along the copolymer.

[0030] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise particles having a particle size of about 170 to about 350 nm and a pH of about 6 to about 7.5, and comprises a polymeric rubber core comprising at least partially crosslinked isoprene or butadiene and optionally styrene, and at least two polymeric layers, at least one of which is an outermost thermoplastic shell layer having a Tg greater than about 25°C, each layer having a different polymeric composition.

[0031] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymeric rubber core surrounded by a polymeric layer, said polymeric core layer having a glass transition temperature less than 0°C and a different polymer composition than said polymeric rubber core, said polymeric core layer being in a gradient region.

[0032] When the toughener component comprises a core-shell impact modifier, the core-shell impact modifier may comprise at least one polymer core layer and at least two polymer shell layers, wherein the polymer core layer has a different composition than the polymer core and the shell layers, each shell layer having a different polymer composition than the other shell layers, and at least one polymer shell layer is in a gradient region.

[0033] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymeric rubber core having a glass transition temperature of less than about -40°C.

[0034] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymeric rubber core having a glass transition temperature of from about -80°C to about -40°C.

[0035] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymeric rubber core comprised of polybutadiene.

[0036] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymeric rubber core composed of butadiene and styrene.

[0037] When the toughening agent component comprises a core-shell impact modifier, the core-shell impact modifier may comprise a polymeric rubber core composed of methyl methacrylate, butadiene and styrene.

[0038] The core-shell impact modifier should be in the form of microparticles having a rubber core and at least one thermoplastic shell, the particle size of which is generally less than 1 μm, advantageously between 50 nm and 500 nm, preferably between 100 nm and 400 nm, most preferably between 150 nm and 350 nm, advantageously between 170 nm and 350 nm.

[0039] Core-shell impact modifiers may be prepared by emulsion polymerization. For example, a two-stage polymerization process is suitable, in which the core and shell are prepared in two successive emulsion polymerization stages. Multiple shells can be prepared by additional emulsion polymerization stages. Graft copolymers can be obtained by graft polymerizing a monomer or monomer mixture containing at least an aromatic vinyl, alkyl methacrylate, or alkyl acrylate in the presence of a latex containing a butadiene-based rubber polymer. Commercially available examples of such core-shell impact modifiers are available from Arkema, Inc., Cary, North Carolina, under the Clear Strength trademark. Arkema, for example, lists Clear Strength XT100 as a methyl methacrylate-butadiene-styrene-based core-shell toughener. It is compatible with a variety of monomers, easily disperses in most liquid resin systems, and provides toughening effects over a wide temperature range with limited impact on viscosity.

[0040] The toughener component should be present in the Part A composition in an amount of about 2% to about 20% by weight, for example about 10% by weight, based on the total Part A composition.

[0041] The filler component of the Part A composition may include titanium dioxide, aluminum nitride, boron nitride, silicon carbide, diamond, graphite, beryllium oxide, magnesia, silica such as fumed or fused silica, alumina, perfluorinated hydrocarbon polymers (i.e., Teflon), thermoplastic polymers, thermoplastic elastomers, mica, glass powder, etc. Desirably, the particle size of these fillers is about 20 μm or less.

[0042] Regarding silica, the average particle size of silica is nanoparticle size, i.e., 10 -9The silica nanoparticles can be pre-dispersed in the epoxy resin and can be selected from those sold under the trademark Nanocryl by Nanoresin GmbH, Germany. Nanocryl is a trademark for a family of silica nanoparticle-reinforced (meth)acrylate products. The silica phase consists of surface-modified synthetic SiO2 nanospheres with diameters less than 50 nm and an extremely narrow particle size distribution. The SiO2 nanospheres are dispersed without agglomeration in the (meth)acrylate matrix, which reduces the viscosity of resins containing up to 50% silica by weight.

[0043] The filler component should be present in an amount of about 1 to about 20 weight percent, for example about 2 weight percent, based on the total Part A composition.

[0044] The Part B composition may comprise a composition of the present invention as described above.

[0045] Optional ingredients may be included in either or both of the Part A composition or the Part B composition, including reactive diluents, antifoaming agents, antioxidants, ultraviolet absorbers, hindered amine light stabilizers ("HALS"), wetting agents, and / or colorants such as dyes or pigments.

[0046] Regarding reactive diluents, the incorporation of a reactive diluent into the two-part curable composition of the present invention can control the flow characteristics of the adhesive composition. Suitable diluents can have at least one reactive end group, preferably a saturated or unsaturated cyclic backbone. Reactive end groups include glycidyl ethers. Examples of suitable diluents include the diglycidyl ether of resorcinol, the diglycidyl ether of cyclohexanedimethanol, the diglycidyl ether of neopentyl glycol, and the triglycidyl ether of trimethylolpropane. Commercially available reactive diluents include Reactive Diluent 107 (Hexion Specialty Chemicals, Houston, Texas) and EPODIL 757 (Air Products and Chemicals, Allentown, Pennsylvania).

[0047] When used, reactive diluents may be used in an amount of from about 0.001 to about 25 weight percent in either or both of the Part A and Part B compositions.

[0048] Upon mixing the Part A and Part B compositions, a reaction product is formed that is suitable for adhesively bonding two or more substrate surfaces.

[0049] Substrate surfaces that may be adhesively bonded include metals such as aluminum, titanium, steel, stainless steel, and the like.

[0050] The reaction product formed should have two or more of the following physical properties: an adhesive strength of about 20 MPa to about 50 MPa when applied and cured on one or more aluminum, titanium, steel, or stainless steel substrates (e.g., using the protocol described in ASTM D1002-05); a color stability of 0 to 10 as measured by UV resistance DE after about 300 hours (e.g., using the protocol described in ASTM D2565 for xenon lamp exposure combined with the protocol described in ASTM F1515-21 for color change); an Izod impact strength of about 50 J / m to about 150 J / m (e.g., using the protocol described in ASTM D256-23e1); retention of at least about 70% of the initial adhesive strength when exposed to an acid bath (pH of about 0.1 to 2) at 95°C for up to about 1 hour (e.g., using the protocol described in ASTM D1002-05); a Tg of about 50°C to about 150°C (e.g., using the protocol described in ASTM E1640-04); a modulus of elasticity of about 1 GPa to about 3 GPa; and an elongation of greater than about 0% to about 100% (e.g., when using the protocol described in ASTM D882-09).

[0051] The following examples provide further illustrative information to enable one skilled in the art to practice the present invention. [Example]

[0052] Formulation 1: In Part A, the following ingredients were mixed in the amounts listed: Resin: 74.5g jER YX8000D Strengthener: 10g Clear Strength XT100 Filler: 10g Titanium Dioxide, Ti-Pure R-960 Filler: 2g of Aerosil A200.

[0053] For the Part B composition, the following ingredients were mixed in the amounts listed to form the curing agent: reaction product of 55.5 g of Ancamine 1922A and 44.5 g of jER YX8000D; and 20 g of Bestamine PACM.

[0054] The Part A composition and the Part B composition were mixed and applied to one or more of the listed substrates to be joined, and the following data was observed and recorded: Adhesive strength: Aluminum: 30.4 MPa Titanium: 33.15 MPa Steel: 30.83 MPa Color stability: DE94 after 300 hours = 1.64 Bonding after chemical bath: Aluminum before chemical bath: 28.6 mPa Aluminum after chemical bath: 20.8 mPa Tg: 66℃ Young's modulus: 2.2 GPa Growth: 11.89% Izod: 100J / m.

[0055] Formulation 2: For the Part A composition, the following ingredients were mixed in the amounts listed: Resin: 25.5g jER YX8000D Resin: 50g jER YL983U Strengthener: 10g Clear Strength XT100 Filler: 10g Titanium Dioxide, Ti-Pure R-960 Filler: 2g of Aerosil A200.

[0056] For the Part B composition, the following ingredients were mixed in the amounts listed to form the curing agent: reaction product of 55.5 g of Ancamine 1922A and 44.5 g of jER YX8000D; and 20 g of Bestamine PACM.

[0057] The Part A composition and the Part B composition were mixed and applied to one or more of the listed substrates to be joined, and the following data was observed and recorded: Adhesive strength: Aluminum: 31 MPa Titanium: 31.78 MPa Color stability: DE94 after 300 hours = 2.04 Bonding after chemical bath: Aluminum before chemical bath: 31 MPa Aluminum after chemical bath: 26.2 MPa Young's modulus: 2.4GPa Growth: 4.34% Izod: 94J / m.

[0058] Formulation 3: For the Part A composition, the following ingredients were mixed in the amounts listed: Resin: 39g jER YX8000D Resin: 39g jER YL983U Strengthener: 10g Clear Strength XT100 Filler: 10g Titanium Dioxide, Ti-Pure R-960 Filler: 2g of Aerosil A200.

[0059] For the Part B composition, the following ingredients were mixed in the amounts listed to form the curing agent: reaction product of 55.5 g of Ancamine 1922A and 44.5 g of jER YX8000D.

[0060] The Part A composition and the Part B composition were mixed and applied to one or more of the listed substrates to be joined, and the following data was observed and recorded: Adhesive strength: Aluminum: 20.5 MPa Titanium: 20.6 MPa Color stability: DE94 after 300 hours = 2.52 Bonding after chemical bath: Aluminum before chemical bath: 20.5 MPa Aluminum after chemical bath: 17.5 MPa Young's modulus: 2.4GPa Elongation: 3.35% Izod: 145J / m.

[0061] Formulation 4: For the comparative formulation, the Part A composition, the following ingredients were mixed in the amounts listed: Resin: 74.5g jER YX8000D Strengthener: 10g Clear Strength XT100 Filler: 10g Titanium Dioxide, Ti-Pure R-960 Filler: 2g of Aerosil A200.

[0062] For Part B, the following ingredients were mixed in the amounts listed to form the curing agent: 20 g Ancamine 1618, 42 g Priamine 1075 (from Croda), 15 g Ancamine 1922A.

[0063] The Part A composition and the Part B composition were mixed and applied to one or more of the listed substrates to be joined, and the following data was observed and recorded: Adhesive strength: Aluminum: 12.15 MPa Titanium: 11.09 MPa Steel: 14.51 MPa Color stability: DE94 after 300 hours = 0.36 Young's modulus: 1.6GPa Growth: 8.7%.

Claims

1. 1. A composition for accelerating the reaction of thermosetting monomers, oligomers and / or resins, comprising the reaction product of (i) one or more hydrogenated bisphenol A or F epoxy resins, or cycloaliphatic epoxy resins, and (ii) a diamine-functionalized linear alkylene oxide.

2. 10. The composition of claim 1, wherein the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins have a number average molecular weight of about 200 to about 700.

3. 10. The composition of claim 1, wherein the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins are present in an amount of about 10 to about 30 weight percent of the composition.

4. 10. The composition of claim 1, wherein the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins is a hydrogenated bisphenol A epoxy resin.

5. 10. The composition of claim 1, wherein the one or more hydrogenated bisphenol A or F epoxy resins or cycloaliphatic epoxy resins are present in an amount of from greater than 0% to about 70% by weight of the reaction product.

6. The composition of claim 1, wherein the diamine-functionalized linear alkylene oxide has a number average molecular weight in the range of about 150 to about 300.

7. The composition of claim 1, wherein the diamine-functionalized linear alkylene oxide is present in an amount of 30 to 99 weight percent of the reaction product.

8. 2. The composition of claim 1, wherein the diamine-functionalized linear alkylene oxide is selected from the group consisting of 4,7,10-trioxatridecane-1,13-diamine, 4,9-dioxadodecane-1,12-diamine, Polyetheramine D-230, Polyetheramine D-400, Polyetheramine T-403, and 3,6-dioxaoctamethylenediamine.

9. The composition of claim 1 wherein the diamine-functionalized linear alkylene oxide is a polyether diamine.

10. 10. The composition of claim 1, wherein the diamine-functionalized linear alkylene oxide is a polyether diamine derived from polyethylene oxide or polypropylene oxide.

11. The composition of claim 1 wherein the reaction product is an epoxy-amine adduct.

12. a Part A composition comprising a thermosetting monomer, oligomer and / or resin component; a toughener component; and a filler component; a Part B composition comprising the composition of claim 1; A two-part curable composition comprising:

13. The composition of claim 12, wherein the thermosetting monomer, oligomer and / or resin component is an epoxy resin.

14. 13. The composition of claim 12, wherein the thermosetting monomer, oligomer and / or resin component is an epoxy resin having a number average molecular weight in the range of about 300 to about 700.

15. 13. The composition of claim 12, wherein the thermosetting monomer, oligomer and / or resin component is a bisphenol A or F epoxy resin.

16. 13. The composition of claim 12, wherein the thermosetting monomer, oligomer and / or resin component is a hydrogenated bisphenol A or F epoxy resin.

17. 13. The composition of claim 12, wherein the thermosetting monomer, oligomer and / or resin component is a cycloaliphatic epoxy resin.

18. 13. The composition of claim 12, wherein the thermosetting monomer, oligomer and / or resin component is present in an amount of about 70 to about 85 weight percent based on the total Part A composition.

19. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier.

20. 13. The composition of claim 12, wherein the toughener component is a core-shell impact modifier and comprises a polymer core and at least two polymer layers surrounding the core, each layer having a different polymer composition than the other layers, at least one polymer layer comprising a polymer that is a gradient polymer, the gradient polymer being a copolymer comprised of at least two different monomers (A) and (B) and having a gradient of repeat units arranged from predominantly monomer (A) to predominantly monomer (B) along the copolymer.

21. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier comprising particles having a particle size of about 170 to about 350 nm and a pH of about 6 to about 7.5, the composition comprising a polymeric rubber core comprising at least partially crosslinked isoprene or butadiene and optionally styrene, and at least two polymeric layers, at least one polymeric layer being an outermost thermoplastic shell layer having a Tg greater than about 25°C, each layer having a different polymeric composition.

22. 13. The composition of claim 12, wherein the toughener component is a core-shell impact modifier comprising a polymeric rubber core surrounded by a polymeric layer, the polymeric core layer having a glass transition temperature below 0°C and a different polymer composition than the polymeric rubber core, the polymeric core layer being in a gradient region.

23. 13. The composition of claim 12, wherein the toughener component is a core-shell impact modifier comprising at least one polymeric core layer and at least two polymeric shell layers, the polymeric core layer having a different composition than the polymeric core and the shell layers, each shell layer having a different polymer composition than the other shell layers, and at least one polymeric shell layer present in a gradient region.

24. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier comprising a polymeric rubber core having a glass transition temperature of less than about -40°C.

25. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier comprising a polymeric rubber core having a glass transition temperature of from about -80°C to about -40°C.

26. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier comprising a polymeric rubber core composed of polybutadiene.

27. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier comprising a polymeric rubber core composed of butadiene and styrene.

28. 13. The composition of claim 12, wherein the toughening agent component is a core-shell impact modifier comprising a polymeric rubber core composed of methyl methacrylate, butadiene, and styrene.

29. 13. The composition of claim 12, wherein the toughener component is a core-shell impact modifier present in an amount of about 2 to about 20 weight percent based on the total Part A composition.

30. The composition of claim 12, wherein the filler component is titanium dioxide, silica, and combinations thereof.

31. 13. The composition of claim 12, wherein the filler component is present in an amount of about 1 to about 20 weight percent based on the total Part A composition.

32. 13. The reaction product of the composition of claim 12.

33. 13. The reaction product of claim 12, having two or more of the following physical properties when applied and cured onto one or more of aluminum, titanium, or steel: an adhesive strength of about 20 MPa to about 50 MPa; a color stability of 0-10 as measured by UV resistant DE after 300 hours; an Izod impact strength of about 50 J / m to about 150 J / m; chemical resistance such that the reaction product can withstand an acid bath having a pH of about 0.1 to about 2 at about 95°C for about 1 hour while maintaining at least about 70% of the initial adhesive strength; a Tg of about 50°C to about 150°C; a modulus of about 1 GPa to about 3 GPa; and an elongation of greater than about 0% to about 100%.

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