CA1088384A - Method for producing an improved acrylate laminate - Google Patents
Method for producing an improved acrylate laminateInfo
- Publication number
- CA1088384A CA1088384A CA288,439A CA288439A CA1088384A CA 1088384 A CA1088384 A CA 1088384A CA 288439 A CA288439 A CA 288439A CA 1088384 A CA1088384 A CA 1088384A
- Authority
- CA
- Canada
- Prior art keywords
- adhesive
- acrylate
- treating agent
- class
- treating
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
Abstract
A METHOD FOR PRODUCING AN IMPROVED ACRYLATE
LAMINATE
Abstract of the Disclosure A method of improving the adhesion between an adhe-sive of the polyurethane class and an acrylate plastic com-position by treating the surface of the acrylate plastic com-position with a first and second treating agent without re-gard to sequence before applying the polyurethane class ad-hesive and curing said adhesive, the first treating agent being organic polyisocyanate and the second treating agent being a tertiary amine.
LAMINATE
Abstract of the Disclosure A method of improving the adhesion between an adhe-sive of the polyurethane class and an acrylate plastic com-position by treating the surface of the acrylate plastic com-position with a first and second treating agent without re-gard to sequence before applying the polyurethane class ad-hesive and curing said adhesive, the first treating agent being organic polyisocyanate and the second treating agent being a tertiary amine.
Description
This invention relates -to a method of obtaining improved adhesion be-tween acrylate plastic compo~itions per se and/or metals, polyes-ters or other structural plastics.
More specifically, this invention relates to a method of treating -the surface o~ an acrylate plastic composition which may contain glass fiber reinforcement to enhance the effec-tiveness of the adhesive bond.
Here-tofore, in makin~ laminates between acrylate plastic compositions per se and/or metals, polyesters and other structural plastics, it has been customary to clean the surface to be bonded with a suitable solvent to remove greases and other contaminants. This treatment has frequen-t- -ly resulted in a surface that gives relatively low bond -strength, usually less than 50 pounds per square inch tpsi).
Where the bond strength is no greater than 50 psi the bond is then the weakest link in -the assembly or laminate. There-fore, it is desirable to improve -the adhesive bond to a value higher than 100 psi to give the assembly or laminate greater structural strength.
Therefore, it is an object of this invention to pro-vide a method for obtaining improved adhesion be-tween an acry-late plastic composition per se and/or metals and a polyester composition and other structural plastics. This object and other advantages may be obtained by the practice of this in-vention as will be evident from the ensuing discussion.
The surface of the acrylate plastic composition is subjected to a treatment with a suitable first and second treating agent more fully described hereinafter, or preferably dissolved in a solvent. A suitable adhesive of the acrylate --1-- ~
-' ' , : : ~ .: : ' ' " ` 1~ 8 8 3 ~ ~
plastic composition to be bonded or laminated and the acrylate class adhesive is allowed to set or cure.
An embodiment of the invention is a method for improving the adhesion between an adhesive of the polyurethane class and acrylate plastic composition comprising treating the surface of the acrylate plastic composition with a first and second treating agent without regard to se~uence and then applying an adhesive of the polyurethane class and curing said adhesive, said first treating agent being an organic polyisocyanate and the second treating agent being a tertiary amine with the polyurethane class adhesive preferably being selected from the class of isocyanate prepolymer and a polyol curative.
More specifically, the acrylate plastic compositions are those utilized as rod, extrusions and sheets such as constructing panels or built-up objects of substantial rigidity. For instance, the use of solid acrylate plastic compositions containing glass fiber reinforcements such as those used in making roof or wall panels, automobile parts, and related objects are some of the ones to which this invention has its primary benefit.
The acrylate plastic compositions useful in this invention are available as sheets, rods, extrusions and related structural shapes, either filler loaded or unloaded, and their nature is specifically described in "The Technology of Plastics and Resins" by J. Phillip Mason, PhD., fourth printing, in Chapter 8 under the heading "Synthetic Plastics-Acrylic Resins".
In essence the acrylate resins are polymers or : B
1~8838~ ~
copolymers of acrylic or methacrylic acid or their alkyl or aryl esters, where alkyl radical contains one to about 20 carbon atoms. These acrylate plastics are a~ailable under a wide range of trade names as listed in Dr. Mason's book.
As indicated heretofore, the objects and advantages of this invention are obtained by applying in succession a treatment with two different treating agents to the clean surface of the acrylate plastic -composition and/or metal polyester or other structural plastic, which then is brought into laminating contact -with another acrylate plastic composition until the adh-sive has set-or cured. ~
- . . ,, -. .
.
,~
1~883~
For convenience, the different treating agents will be referred to as first and second treating agents, respect ively, as this designated sequence of treatment gives pre-ferred results. It should be appreciated the order or se-quence of treatment can be reversed. Thus,the treatment insome instances can be referred to as without sequence.
Hereinafter, the term "first treating agent" will be used to designate an organic polyisocyanate or a solution of an organic polyisocyanate.
Any of the organic polyisocyanates may be used as the first treating agent to pretreat the composition surface to enhance the adhesion. Representative classes of these are the aromatic, aliphatic, and cycloaliphatic diisocyanates and the triisocyanates such as those listed in U~S. Patents
More specifically, this invention relates to a method of treating -the surface o~ an acrylate plastic composition which may contain glass fiber reinforcement to enhance the effec-tiveness of the adhesive bond.
Here-tofore, in makin~ laminates between acrylate plastic compositions per se and/or metals, polyesters and other structural plastics, it has been customary to clean the surface to be bonded with a suitable solvent to remove greases and other contaminants. This treatment has frequen-t- -ly resulted in a surface that gives relatively low bond -strength, usually less than 50 pounds per square inch tpsi).
Where the bond strength is no greater than 50 psi the bond is then the weakest link in -the assembly or laminate. There-fore, it is desirable to improve -the adhesive bond to a value higher than 100 psi to give the assembly or laminate greater structural strength.
Therefore, it is an object of this invention to pro-vide a method for obtaining improved adhesion be-tween an acry-late plastic composition per se and/or metals and a polyester composition and other structural plastics. This object and other advantages may be obtained by the practice of this in-vention as will be evident from the ensuing discussion.
The surface of the acrylate plastic composition is subjected to a treatment with a suitable first and second treating agent more fully described hereinafter, or preferably dissolved in a solvent. A suitable adhesive of the acrylate --1-- ~
-' ' , : : ~ .: : ' ' " ` 1~ 8 8 3 ~ ~
plastic composition to be bonded or laminated and the acrylate class adhesive is allowed to set or cure.
An embodiment of the invention is a method for improving the adhesion between an adhesive of the polyurethane class and acrylate plastic composition comprising treating the surface of the acrylate plastic composition with a first and second treating agent without regard to se~uence and then applying an adhesive of the polyurethane class and curing said adhesive, said first treating agent being an organic polyisocyanate and the second treating agent being a tertiary amine with the polyurethane class adhesive preferably being selected from the class of isocyanate prepolymer and a polyol curative.
More specifically, the acrylate plastic compositions are those utilized as rod, extrusions and sheets such as constructing panels or built-up objects of substantial rigidity. For instance, the use of solid acrylate plastic compositions containing glass fiber reinforcements such as those used in making roof or wall panels, automobile parts, and related objects are some of the ones to which this invention has its primary benefit.
The acrylate plastic compositions useful in this invention are available as sheets, rods, extrusions and related structural shapes, either filler loaded or unloaded, and their nature is specifically described in "The Technology of Plastics and Resins" by J. Phillip Mason, PhD., fourth printing, in Chapter 8 under the heading "Synthetic Plastics-Acrylic Resins".
In essence the acrylate resins are polymers or : B
1~8838~ ~
copolymers of acrylic or methacrylic acid or their alkyl or aryl esters, where alkyl radical contains one to about 20 carbon atoms. These acrylate plastics are a~ailable under a wide range of trade names as listed in Dr. Mason's book.
As indicated heretofore, the objects and advantages of this invention are obtained by applying in succession a treatment with two different treating agents to the clean surface of the acrylate plastic -composition and/or metal polyester or other structural plastic, which then is brought into laminating contact -with another acrylate plastic composition until the adh-sive has set-or cured. ~
- . . ,, -. .
.
,~
1~883~
For convenience, the different treating agents will be referred to as first and second treating agents, respect ively, as this designated sequence of treatment gives pre-ferred results. It should be appreciated the order or se-quence of treatment can be reversed. Thus,the treatment insome instances can be referred to as without sequence.
Hereinafter, the term "first treating agent" will be used to designate an organic polyisocyanate or a solution of an organic polyisocyanate.
Any of the organic polyisocyanates may be used as the first treating agent to pretreat the composition surface to enhance the adhesion. Representative classes of these are the aromatic, aliphatic, and cycloaliphatic diisocyanates and the triisocyanates such as those listed in U~S. Patents
2,917,489 and 3,102,875.
Since the organic polyisocyanates of higher molecu-lar weight and higher isocyanate content are more viscous than the lower molecular weight or even solids, the use of a sol-vent as a vehicle to dissolve, dilute or lower the viscosity aids the control application during the pretreatment to the acrylate plastic composition or metal surface. Suitable and representative vehicles for the organic polyisocyanates are the ketones such as methyl ethyl ketone, acetone, the hydro-carbon distillates, chlorinated solvents as hydrocarbons and other solvents boiling below about 300F. and preferably be-low 250F. Preferably, the solvent used should not dissolve or effect the surface appearance of the acrylate composition.
The acrylate plastic composition, preferably in the ~orm of a sheet or thin film, although rods and other struc-1(38838~
tural shapes can be used, is treated with the first treatingagent by applying the treati.ng agent preferably dispersed or dissolved in a solvent to the surface by brushing, spraying, .
rolling or other suitable techniques, then allowing.the sol-vent to evaporate-to leave the treating agent deposited on the surface of the desired composition.
It has been discovered that the benefits of this invention are obtained if the second treatment immediately follows the first treatment or if considerable time is al-lowed to elapse. Usually an elapse of one to several days is .desirable as it gives greater freedom in scheduling the work ~ ~ .
in the plant.
The second treating agent is applied to the surface of the acrylate plastic composition by brushing, spraying, rolling or other suitable techniques and allowed to dry. Then the acrylate plastic composition whose surface has been so prepared is treated with a polyurethane class adhesive and the two surfaces to be joined are placed in contact until the .-adhesive has had time to laminate or bond the two compositions together.
The second treating agent for treating the surface of the acrylate plastic composition is a tertiary amine of the :
aliphatic, cycloaliphatic, or heteroaromatic hydrocarbon class.
Representative tertiary amines are triethylene diamine, alkyl piperazines, alkyl morpholines, and dialkylated lower amines such as triethylamine. The agent or treating agent is prefer-ably dissolved in a suitable solvent such as the ketones or .
halogenated hydrocarbon solvents, although any of the low boil-ing inert organic liquids in which the amine is soluble may . , :
.
~883~
~, be used. Usually about 0.5 to 5 or more parts of the agent is dissolved in 100 parts of solvent, and depending on the specific activity of the tertiaryamine abou-t one to three parts is preferred. This concentration of the treating agent in the solvent allows adhesion to be obtained with the usual application methods. Of course, it should be appreciated that higher concentrations, viz. 5 or lO parts to even lO0 percent liquid tertiaryamine can be used, but difficulty may be experienced in getting a uniform application of the ter-tiary amine to t7ne acrylate plastic composition surface at concentrations above 10 percent, and the cost of the treat-ment tends to become uneconomical.
In general, washing of the acrylate plastic compo-sition-or the metals, for example, steel, copper, aluminum, magnesium and related alloys or polyester or related struc-tural plastics, is not necessary since the solvent in the first treating agent can function to loosen the grease and other surface contaminants to permit the isocyanate to bond to the solid acrylate plastic composition, viz fiberglass filled acrylate panel or mat. Likewise, in some instances, it is preferred to treat metals, the polyester or other struc-tural plastics, with the amine treating agent before using the isocyanate treating agent. It should be noted that some of the chlorinated solvents tend to react with some tertiary-amines to form a precipitate. Consequently, the solvent solu-tion sometimes has limited pot life and is made immediately before its use.
The acrylate class adhesive useful in this invention includes isocyanate class adhesive such as those described in ~8~338~
UOS. Patents 3,812,003 and 3,935,051 to Bender and Larson, and generally are the reaction product of an organic polyiso-cyanate at 2 to 6 mols per mol of a 500 to above 5000 molecu-lar weight reactive hydrogen compound, such as the usual poly-ester or polyether with a monomeric polyol such as the lower glycols of ethylene, propylene, butylene, pentylene or deca-methylene to give a cured pol~rethane adhesive.
An adhesive of the isocyanate class can be prepared by reacting the reactive hydrogen containing materials of about 500 to 4000 with an organic polyisocyanate, a low mole-cular weight polyamine containing material and preferably an inert filler. The adhesive of the isocyanate class is pre-pared by forming a prepolymer and then mixing the prepolymer with a curative, the prepolymer being formed by the reaction f the reactive hydrogen containing material. Preferably a polypropylene ether polyol of about 1000 to 3000 molecular weight and an organic polyisocyanate containing at least two and preferably more than an average of two isocyanates per molecule. mis prepolymer can contain about five to as much ~ -as 70 percent by weight of a filler based on the reactive hy-drogen containing material. One of the prime functions of the inert filler such as clays, silica, etc. is to act as a viscosity increaser and also to hasten the building of green -strength or tack in the adhesive. The curative may contain polyhydroxyl terminated materials of relatively low molecular weight, usually less than about 600. Representative of these materials are N,N,N',N'-(2-hydroxylpropyl) ethylene diamine or the adduct formed by reacting a material such as pentaery- ;
thritol, trimethylol, propane, trimethylol ethane and the hy-~(~883~3~
droxylated sugars with alkylene oxides such as propylene oxide. These curatives may also contain in addition to the low molecular weight hydroxyl terminated or amine terminated materials, a small amount of catalysts such as the tertiary amines or the organic tin c~mpounds. Usually the adhesives of the isocyanate class of a relatively high isocyanate to reactive hydrogen material ratio is in excess of 2.5 and preferably about 5 to 7 moles per mole. The nature of the isocyanate adhesive and the first and second treating agents is also described in U. S. Patents 3,647,513 and 3,703,426.
The nature of this invention may be more specifical-ly exemplified by the following examples wherein all parts are by weight unless otherwise indicated:
EXAMPLE A
A suitable adhesive of the isocyanate class was pre-pared by reacting the following ingredients: 100 parts of a - polypropylene ether glycol of about 2000 molecular weight having dispersed therein 60 parts of talc coated with zinc stearate and an organic polyisocyanate mixture comprising 28 parts of a polyisocyanate A and 32 parts of toluene di-isocyanate where polyisocyanate A is the phosgenated mixture obtained by phosgenation of the rearrangement product of the reaction of aniline and formaldehyde as taught in U. S.
Patent 2,683,730.
This prepolymer was then mixed in a two-compartment pressure adhesive gun with a curative comprising 30.8 parts N,N,N',N'-(2-hydroxylpropyl) ethylene diamine and 13.2 parts of a propylene oxide adduct of pentaerythritol of about 400 molecular weight to form the adhesive.
.
. ' . .
'' ' ' '' ' :~ : ' ,.
~883~3~
EXAMPLE B
Another adhesive of the isocyanate class was pre-pared by reacting 100 parts polypropylene ether glycol of 2000 molecular weight having dispersed therein 63 parts of zinc stearate coated talc with an isocyanate mixture com-prising 29.8 parts of a polyisocyanate A and 33.7 parts of toluene diisocyanate. This prepolymer was mixed with a cura-tive to form an adhesive. The curative was formed by mix-ing 49.6 parts of a propylene oxide adduct of ethylene dia-mine of about 500 molecular weight with 12.4 parts of a propylene oxide adduct of pentaerythritol of about 500 mole- --cular weight.
EXAMPLE I
A five percent by weight solution of polyphenyl me-thane polyisocyanate (available from the supplier under the name PAPI) in a chlorinated nephtha having a boiling point below 250F. was spray applied to clean dry acrylate fiber glass filled test panels and allowed to dry at room tempera-ture for 30 minutes.
Then the test panels were spray coated with a one percent by ~eight solution of triethylene diamine in methyl ethyl ketone. The panels were allowed to dry at room tem-perature for 30 minutes before being coated with the isocya-nate adhes1ve of Example A. The panel containing the isocya-nate adhesive was covered with a second panel in cross rela-tionship and held in this relationship for 24 hours to develop the overlap laminate bond.
The laminate specimens were subjected to a pull test in an "Instron" test machine at test temperatures indicated :~ .,, .. . : .
1~8838~
below:
Test Temperature Bond Failure, P.S.i.
75F. 970 180F. 410 250F. 250 -40F. 1010 These bond strengths represent approximately an appreciable improvement in bond strength over those where no primer treatment was used.
~he sequence of primer use above can be reversed, but Example I exemp~i~ies ~he pre~erred sequence. Also, the chlorinated hydrocarbon organic polyisocyanate solutions o~
2 to 10 percent are normally used.
While certain representative embodiments and details have been shown for the purpose of illustrating the invention, it will be apparent to those skilled in this art that various changes and modifications may be made therein without depart-ing from the spirit or scope o~ the invention~
_9_ , . . . ..
:. .:
Since the organic polyisocyanates of higher molecu-lar weight and higher isocyanate content are more viscous than the lower molecular weight or even solids, the use of a sol-vent as a vehicle to dissolve, dilute or lower the viscosity aids the control application during the pretreatment to the acrylate plastic composition or metal surface. Suitable and representative vehicles for the organic polyisocyanates are the ketones such as methyl ethyl ketone, acetone, the hydro-carbon distillates, chlorinated solvents as hydrocarbons and other solvents boiling below about 300F. and preferably be-low 250F. Preferably, the solvent used should not dissolve or effect the surface appearance of the acrylate composition.
The acrylate plastic composition, preferably in the ~orm of a sheet or thin film, although rods and other struc-1(38838~
tural shapes can be used, is treated with the first treatingagent by applying the treati.ng agent preferably dispersed or dissolved in a solvent to the surface by brushing, spraying, .
rolling or other suitable techniques, then allowing.the sol-vent to evaporate-to leave the treating agent deposited on the surface of the desired composition.
It has been discovered that the benefits of this invention are obtained if the second treatment immediately follows the first treatment or if considerable time is al-lowed to elapse. Usually an elapse of one to several days is .desirable as it gives greater freedom in scheduling the work ~ ~ .
in the plant.
The second treating agent is applied to the surface of the acrylate plastic composition by brushing, spraying, rolling or other suitable techniques and allowed to dry. Then the acrylate plastic composition whose surface has been so prepared is treated with a polyurethane class adhesive and the two surfaces to be joined are placed in contact until the .-adhesive has had time to laminate or bond the two compositions together.
The second treating agent for treating the surface of the acrylate plastic composition is a tertiary amine of the :
aliphatic, cycloaliphatic, or heteroaromatic hydrocarbon class.
Representative tertiary amines are triethylene diamine, alkyl piperazines, alkyl morpholines, and dialkylated lower amines such as triethylamine. The agent or treating agent is prefer-ably dissolved in a suitable solvent such as the ketones or .
halogenated hydrocarbon solvents, although any of the low boil-ing inert organic liquids in which the amine is soluble may . , :
.
~883~
~, be used. Usually about 0.5 to 5 or more parts of the agent is dissolved in 100 parts of solvent, and depending on the specific activity of the tertiaryamine abou-t one to three parts is preferred. This concentration of the treating agent in the solvent allows adhesion to be obtained with the usual application methods. Of course, it should be appreciated that higher concentrations, viz. 5 or lO parts to even lO0 percent liquid tertiaryamine can be used, but difficulty may be experienced in getting a uniform application of the ter-tiary amine to t7ne acrylate plastic composition surface at concentrations above 10 percent, and the cost of the treat-ment tends to become uneconomical.
In general, washing of the acrylate plastic compo-sition-or the metals, for example, steel, copper, aluminum, magnesium and related alloys or polyester or related struc-tural plastics, is not necessary since the solvent in the first treating agent can function to loosen the grease and other surface contaminants to permit the isocyanate to bond to the solid acrylate plastic composition, viz fiberglass filled acrylate panel or mat. Likewise, in some instances, it is preferred to treat metals, the polyester or other struc-tural plastics, with the amine treating agent before using the isocyanate treating agent. It should be noted that some of the chlorinated solvents tend to react with some tertiary-amines to form a precipitate. Consequently, the solvent solu-tion sometimes has limited pot life and is made immediately before its use.
The acrylate class adhesive useful in this invention includes isocyanate class adhesive such as those described in ~8~338~
UOS. Patents 3,812,003 and 3,935,051 to Bender and Larson, and generally are the reaction product of an organic polyiso-cyanate at 2 to 6 mols per mol of a 500 to above 5000 molecu-lar weight reactive hydrogen compound, such as the usual poly-ester or polyether with a monomeric polyol such as the lower glycols of ethylene, propylene, butylene, pentylene or deca-methylene to give a cured pol~rethane adhesive.
An adhesive of the isocyanate class can be prepared by reacting the reactive hydrogen containing materials of about 500 to 4000 with an organic polyisocyanate, a low mole-cular weight polyamine containing material and preferably an inert filler. The adhesive of the isocyanate class is pre-pared by forming a prepolymer and then mixing the prepolymer with a curative, the prepolymer being formed by the reaction f the reactive hydrogen containing material. Preferably a polypropylene ether polyol of about 1000 to 3000 molecular weight and an organic polyisocyanate containing at least two and preferably more than an average of two isocyanates per molecule. mis prepolymer can contain about five to as much ~ -as 70 percent by weight of a filler based on the reactive hy-drogen containing material. One of the prime functions of the inert filler such as clays, silica, etc. is to act as a viscosity increaser and also to hasten the building of green -strength or tack in the adhesive. The curative may contain polyhydroxyl terminated materials of relatively low molecular weight, usually less than about 600. Representative of these materials are N,N,N',N'-(2-hydroxylpropyl) ethylene diamine or the adduct formed by reacting a material such as pentaery- ;
thritol, trimethylol, propane, trimethylol ethane and the hy-~(~883~3~
droxylated sugars with alkylene oxides such as propylene oxide. These curatives may also contain in addition to the low molecular weight hydroxyl terminated or amine terminated materials, a small amount of catalysts such as the tertiary amines or the organic tin c~mpounds. Usually the adhesives of the isocyanate class of a relatively high isocyanate to reactive hydrogen material ratio is in excess of 2.5 and preferably about 5 to 7 moles per mole. The nature of the isocyanate adhesive and the first and second treating agents is also described in U. S. Patents 3,647,513 and 3,703,426.
The nature of this invention may be more specifical-ly exemplified by the following examples wherein all parts are by weight unless otherwise indicated:
EXAMPLE A
A suitable adhesive of the isocyanate class was pre-pared by reacting the following ingredients: 100 parts of a - polypropylene ether glycol of about 2000 molecular weight having dispersed therein 60 parts of talc coated with zinc stearate and an organic polyisocyanate mixture comprising 28 parts of a polyisocyanate A and 32 parts of toluene di-isocyanate where polyisocyanate A is the phosgenated mixture obtained by phosgenation of the rearrangement product of the reaction of aniline and formaldehyde as taught in U. S.
Patent 2,683,730.
This prepolymer was then mixed in a two-compartment pressure adhesive gun with a curative comprising 30.8 parts N,N,N',N'-(2-hydroxylpropyl) ethylene diamine and 13.2 parts of a propylene oxide adduct of pentaerythritol of about 400 molecular weight to form the adhesive.
.
. ' . .
'' ' ' '' ' :~ : ' ,.
~883~3~
EXAMPLE B
Another adhesive of the isocyanate class was pre-pared by reacting 100 parts polypropylene ether glycol of 2000 molecular weight having dispersed therein 63 parts of zinc stearate coated talc with an isocyanate mixture com-prising 29.8 parts of a polyisocyanate A and 33.7 parts of toluene diisocyanate. This prepolymer was mixed with a cura-tive to form an adhesive. The curative was formed by mix-ing 49.6 parts of a propylene oxide adduct of ethylene dia-mine of about 500 molecular weight with 12.4 parts of a propylene oxide adduct of pentaerythritol of about 500 mole- --cular weight.
EXAMPLE I
A five percent by weight solution of polyphenyl me-thane polyisocyanate (available from the supplier under the name PAPI) in a chlorinated nephtha having a boiling point below 250F. was spray applied to clean dry acrylate fiber glass filled test panels and allowed to dry at room tempera-ture for 30 minutes.
Then the test panels were spray coated with a one percent by ~eight solution of triethylene diamine in methyl ethyl ketone. The panels were allowed to dry at room tem-perature for 30 minutes before being coated with the isocya-nate adhes1ve of Example A. The panel containing the isocya-nate adhesive was covered with a second panel in cross rela-tionship and held in this relationship for 24 hours to develop the overlap laminate bond.
The laminate specimens were subjected to a pull test in an "Instron" test machine at test temperatures indicated :~ .,, .. . : .
1~8838~
below:
Test Temperature Bond Failure, P.S.i.
75F. 970 180F. 410 250F. 250 -40F. 1010 These bond strengths represent approximately an appreciable improvement in bond strength over those where no primer treatment was used.
~he sequence of primer use above can be reversed, but Example I exemp~i~ies ~he pre~erred sequence. Also, the chlorinated hydrocarbon organic polyisocyanate solutions o~
2 to 10 percent are normally used.
While certain representative embodiments and details have been shown for the purpose of illustrating the invention, it will be apparent to those skilled in this art that various changes and modifications may be made therein without depart-ing from the spirit or scope o~ the invention~
_9_ , . . . ..
:. .:
Claims (2)
1. A method for improving the adhesion between an adhesive of the polyurethane class and acrylate plastic com-position comprising treating the surface of the acrylate plastic composition with a first and second treating agent without regard to sequence and then applying an adhesive of the polyurethane class and curing said adhesive, said first treating agent being an organic polyisocyanate and the se-cond treating agent being a tertiary amine.
2. The method of Claim 1 wherein the polyurethane class adhesive is selected from the class of isocyanate pre-polymer and a polyol curative.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74326676A | 1976-11-19 | 1976-11-19 | |
| US743,266 | 1976-11-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1088384A true CA1088384A (en) | 1980-10-28 |
Family
ID=24988138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA288,439A Expired CA1088384A (en) | 1976-11-19 | 1977-10-11 | Method for producing an improved acrylate laminate |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5364240A (en) |
| CA (1) | CA1088384A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1140815A (en) * | 1978-11-15 | 1983-02-08 | Richard L. Cline | Primer system for frp bonding |
| JPH01279987A (en) * | 1987-12-02 | 1989-11-10 | Mitsui Toatsu Chem Inc | Bonding method |
-
1977
- 1977-10-11 CA CA288,439A patent/CA1088384A/en not_active Expired
- 1977-11-09 JP JP13452577A patent/JPS5364240A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5364240A (en) | 1978-06-08 |
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| Date | Code | Title | Description |
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| MKEX | Expiry |