CA2076215A1 - A method of adhering cured rubber to uncured or cured urethane and the resulting product - Google Patents
A method of adhering cured rubber to uncured or cured urethane and the resulting productInfo
- Publication number
- CA2076215A1 CA2076215A1 CA002076215A CA2076215A CA2076215A1 CA 2076215 A1 CA2076215 A1 CA 2076215A1 CA 002076215 A CA002076215 A CA 002076215A CA 2076215 A CA2076215 A CA 2076215A CA 2076215 A1 CA2076215 A1 CA 2076215A1
- Authority
- CA
- Canada
- Prior art keywords
- urethane
- excess
- polyol
- cured
- prepolymer
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 14
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims abstract 9
- 229920001971 elastomer Polymers 0.000 title abstract description 10
- 239000005060 rubber Substances 0.000 title abstract description 10
- 229920005862 polyol Polymers 0.000 claims abstract description 20
- 150000003077 polyols Chemical class 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 229920002635 polyurethane Polymers 0.000 claims abstract description 16
- 239000004814 polyurethane Substances 0.000 claims abstract description 16
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims abstract description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 11
- 239000012948 isocyanate Substances 0.000 claims abstract description 9
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 9
- 239000000463 material Substances 0.000 claims abstract description 6
- 229920001228 polyisocyanate Polymers 0.000 claims description 13
- 239000005056 polyisocyanate Substances 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229920001187 thermosetting polymer Polymers 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 3
- 229920003023 plastic Polymers 0.000 claims description 3
- 239000004033 plastic Substances 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000007493 shaping process Methods 0.000 claims 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims 1
- 239000002981 blocking agent Substances 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 238000011417 postcuring Methods 0.000 claims 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract description 5
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- -1 caprolactam Chemical compound 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical class OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C7/00—Non-inflatable or solid tyres
- B60C7/10—Non-inflatable or solid tyres characterised by means for increasing resiliency
- B60C7/102—Tyres built-up with separate rubber parts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D30/00—Producing pneumatic or solid tyres or parts thereof
- B29D30/06—Pneumatic tyres or parts thereof (e.g. produced by casting, moulding, compression moulding, injection moulding, centrifugal casting)
- B29D30/52—Unvulcanised treads, e.g. on used tyres; Retreading
- B29D30/54—Retreading
- B29D2030/547—Retreading solid tyres
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C7/00—Non-inflatable or solid tyres
- B60C2007/005—Non-inflatable or solid tyres made by casting, e.g. of polyurethane
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2380/00—Tyres
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Tyre Moulding (AREA)
- Tires In General (AREA)
- Moulds For Moulding Plastics Or The Like (AREA)
Abstract
Abstract of the Disclosure A METHOD OF ADHERING CURED RUBBER TO UNCURED
OR CURED URETHANE AND THE RESULTING PRODUCT
A method of adhering a cured rubber, especially a polyurethane to a cured or uncured urethane by providing said cured rubber with unreacted hydroxyl as from an excess of monol or preferably a polyol blended therein. Then this cured rubber containing free or unreacted hydroxyl material is treated with a blocked diisocyanate type urethane or a mixture of said blocked diisocyanate urethane and a thermoplastic urethane having an excess hydroxyl containing material and curing at a temperature of 300° - 450°F for several hours, usually 4 to 24 hours to cause the blocked isocyanate to unblock and the free isocyanate group to react with the excess polyol.
OR CURED URETHANE AND THE RESULTING PRODUCT
A method of adhering a cured rubber, especially a polyurethane to a cured or uncured urethane by providing said cured rubber with unreacted hydroxyl as from an excess of monol or preferably a polyol blended therein. Then this cured rubber containing free or unreacted hydroxyl material is treated with a blocked diisocyanate type urethane or a mixture of said blocked diisocyanate urethane and a thermoplastic urethane having an excess hydroxyl containing material and curing at a temperature of 300° - 450°F for several hours, usually 4 to 24 hours to cause the blocked isocyanate to unblock and the free isocyanate group to react with the excess polyol.
Description
-1- 2~7~3~.f~) A METHOD OF AD~RING C~RED R~BBER TO UNCURED
OR C~ED URETEAN~ ~ND THE RE~LTING PRODUCT
Technical Field This invention relates to a method of adhering a cured polyurethane to a reactive polyurethane mixture to chemically adhere the two polyurethane together to permit novel shaped products such as tires having a tread of a different composition from the body or carcass of the tire. Also, this me~hod permits shaped articles to be formed having different flexibility and/or hardne~s to mention some of the unique features of the molded shaped articles of this invention.
Technical Background Art The chemistry of polyurethane is extremely old with some of the features being over fifty years old.
Since polyurethane mixtures are used widely, it has been a problem to get these reactive polyurethane mixtures to react or adhere to cured rubbers, including cured polyurethanes. ~sually the gums such as polyamide resins are used to achieve this adhesion but this approach causes problems in use, say use of a tire.
~lthough thermosetting and thermoplastic pGlyurethanes are known and used widely, they are not known to provide a solution to the adhesion problem.
Lik~wise, the so-called blocked polyisocyanates and blocked polyurethanes are known, they are not known to solve this adhesion problem either.
Summary of Inyention We have discovered that by making a thermoplastic polyurethane using an excess of a polyol, it can be mixed with a so-called blocked polyisocyanate and be shaped into a manufac~ured article that then can be cured at a relatively high elevated temperature to render the thermoplastic urethane thermoset to give ' -2- 2~7~3~ ~
essentially a fully cured shaped article resistant to separation of its parts and particularly resistant to softening.
The Drawinqs Figure 1 is a vertical cross-section through a mold having a solid polyurethane tire molded on the hub of a tire wheel.
Figure 2 i9 a view showing another embodiment having at least two types or kinds of rubber joined in the recapped tire.
The Method of Makin~ the Shaped Article and the Best Modes Reference to the drawings will further illustrate the best modes of this invention and its embodiments.
Fig. 1 shows the mold 5 with a hub 6 positioned centrally therein and a shaped polyurethane7 adhered to the hub with the injection means 8 and vent ports 9 for filling the mold. The ~ire-wheel combinations of Fig. 1 shows a solid tire such as is used on industrial lift trucks or carts used in warehouses and loading docks that generally have a tread that is flat and free of grooves or tread pattern. In Fig. 2 the tire is shown with two types of ruhber identified by numerals 11 and 12. Numeral 13 shows where rubberl1 is adhered to the metal or plastic hub.
Thermoplastic urethanes normally are reacted with about 1:1 ratio of a organic polyisocyanate to polyol.
Preferably a diisocyanate is chosen from aliphatic, cycloaliphatic or aromatic diisocyanate such as butane diisocyante, cyclohexane diisocyante or toluene diisocyanate and the family of mPthylene bis (phenylisocyanates), the so-called MDI's, to a polyol to give the thermoplastic urethane. The thermoplastic urethanes useful in this invention are reacted with an excess of polyol to give a thermoplastic urethane with an excess of polyol, usually about 2 to about 15 mole 2~b~
percent and preferably about 5 to about 10 percent.
Thus, all the NCO groups has reacted with a hydroxyl group to leave some of the hydroxyls in the polyol unreacted. Normally thermoplastic urethanes are characterized by being readily extruded as measured by olensis test and has a well known flow rate as characterized by this test.
The blocked polyisocyanates useful in this invention are blocked with reactive hydrogen organic materials which are materials monofunctional and usually hydro~yls such as the phenols or reactive hydrogen such as caprolactam, to mention only a few of the well known monofunctional hydroxyls useful in this invention. Usually a 1:1 ratio of organic polyisocyanate to polyol on a molar NCO to hydroxy ba~is is used, although the ratio may vary slightly from the 1:1 ratio, say about a 0.98 to 1.02 ratio.
The organic polyisocyanate are preferably diisocyanates such as toluene diisocyanate or the other well known diisocyanates.
The polyols may be of low molecular weight but the polymeric ones of 500 to 10,000 molecular weight are desired and usually those of 500 to 800 to 5,000 to 6,000 molecular weight are very suitable and more desirable. Especially desired polyols are the poly(oxytetramethylene) glycols or mixtures of poly~oxytetramethylene-oxytrimethylene) glycols. The other polyether glycols may be used. The polyester glycol~ such as the adipate esters of propylene glycols, ethylene glycol, butylene glycols and their mixtures are highly desirable where higher physicals are desired.
The thermoplastic urethanes having unreacted polyol are mixed with sufficient blocked polyisocyanate to react with the free or unreacted polyol, usually a slight excess to about 15~ blocked polyisocyanate is used. Then this mixture is poured, cast or injected into a shaper to give the shaped ' 2 ~
article such a3 the tire of the drawings. Where two kinds of rubber are to be joined in Fig. 2, rubber 14 may be, for example, a rubber such as a diene rubber or a polyurethane that has been used until the tire is ready to be recapped. Then part 15, the tread part, is removed as in a normal recapping operation, and then a new tread12 is molded by injecting the mixture of the thermoplas~ic polyurethane and blocked isocyanate into the mold via injection ports 8 to fill it and the air in the mold is removed by vents 9.
Then, the molded tread portion on the recapped tire is heated in the mold to 350 to 450F for an hour or so, usually overnight to cause the blocked isocyanate to become unblocked and the unblocked isocyanate will react with the excess polyol to fully cure the mixture. ~lternately, the molded tire is taken from the mold and cured in a hot room at about 300 to about 450F to unblock the blocked isocyanate and allow the unblocked isocyanate to react with the excess or freed polyol.
In another example, a toluidine diisocyanate is reacted with an excess of poly(oxytetramethylène) glycol of about 1000 molecular weight to give about 5 to 10~ excess polyol. This polyurethane is blended with a slight excess of a blocked isocyanate composed e~sentially of the reaction product of a 1 to 1 molar mixture of phenol and toluene diisocyanate. The mold of Fig. 1 was mounted in a spinning relationship on an axle and the mold spinning was partiall~ filled with this mixture and cause to react to set the mixture usually at 100 to 200F. Then the unfilled portion of the mold is filled with a mixture of a slight excess of the above blocked isocyanate and a thermoplastic polyurethane composed of a toluene diisocyanate 35 reacted with an exce3s of a polybutane diol-1,4 of 800 to 2000 molecular weight and allowed to react until set. The tire is stripped from the mold and cured in a hot air oven for 4-5 hours at 325 to 450F to give a 2~ '3 thermoset polyurethane.
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 departing from the spirit or scope of the invention.
:,
OR C~ED URETEAN~ ~ND THE RE~LTING PRODUCT
Technical Field This invention relates to a method of adhering a cured polyurethane to a reactive polyurethane mixture to chemically adhere the two polyurethane together to permit novel shaped products such as tires having a tread of a different composition from the body or carcass of the tire. Also, this me~hod permits shaped articles to be formed having different flexibility and/or hardne~s to mention some of the unique features of the molded shaped articles of this invention.
Technical Background Art The chemistry of polyurethane is extremely old with some of the features being over fifty years old.
Since polyurethane mixtures are used widely, it has been a problem to get these reactive polyurethane mixtures to react or adhere to cured rubbers, including cured polyurethanes. ~sually the gums such as polyamide resins are used to achieve this adhesion but this approach causes problems in use, say use of a tire.
~lthough thermosetting and thermoplastic pGlyurethanes are known and used widely, they are not known to provide a solution to the adhesion problem.
Lik~wise, the so-called blocked polyisocyanates and blocked polyurethanes are known, they are not known to solve this adhesion problem either.
Summary of Inyention We have discovered that by making a thermoplastic polyurethane using an excess of a polyol, it can be mixed with a so-called blocked polyisocyanate and be shaped into a manufac~ured article that then can be cured at a relatively high elevated temperature to render the thermoplastic urethane thermoset to give ' -2- 2~7~3~ ~
essentially a fully cured shaped article resistant to separation of its parts and particularly resistant to softening.
The Drawinqs Figure 1 is a vertical cross-section through a mold having a solid polyurethane tire molded on the hub of a tire wheel.
Figure 2 i9 a view showing another embodiment having at least two types or kinds of rubber joined in the recapped tire.
The Method of Makin~ the Shaped Article and the Best Modes Reference to the drawings will further illustrate the best modes of this invention and its embodiments.
Fig. 1 shows the mold 5 with a hub 6 positioned centrally therein and a shaped polyurethane7 adhered to the hub with the injection means 8 and vent ports 9 for filling the mold. The ~ire-wheel combinations of Fig. 1 shows a solid tire such as is used on industrial lift trucks or carts used in warehouses and loading docks that generally have a tread that is flat and free of grooves or tread pattern. In Fig. 2 the tire is shown with two types of ruhber identified by numerals 11 and 12. Numeral 13 shows where rubberl1 is adhered to the metal or plastic hub.
Thermoplastic urethanes normally are reacted with about 1:1 ratio of a organic polyisocyanate to polyol.
Preferably a diisocyanate is chosen from aliphatic, cycloaliphatic or aromatic diisocyanate such as butane diisocyante, cyclohexane diisocyante or toluene diisocyanate and the family of mPthylene bis (phenylisocyanates), the so-called MDI's, to a polyol to give the thermoplastic urethane. The thermoplastic urethanes useful in this invention are reacted with an excess of polyol to give a thermoplastic urethane with an excess of polyol, usually about 2 to about 15 mole 2~b~
percent and preferably about 5 to about 10 percent.
Thus, all the NCO groups has reacted with a hydroxyl group to leave some of the hydroxyls in the polyol unreacted. Normally thermoplastic urethanes are characterized by being readily extruded as measured by olensis test and has a well known flow rate as characterized by this test.
The blocked polyisocyanates useful in this invention are blocked with reactive hydrogen organic materials which are materials monofunctional and usually hydro~yls such as the phenols or reactive hydrogen such as caprolactam, to mention only a few of the well known monofunctional hydroxyls useful in this invention. Usually a 1:1 ratio of organic polyisocyanate to polyol on a molar NCO to hydroxy ba~is is used, although the ratio may vary slightly from the 1:1 ratio, say about a 0.98 to 1.02 ratio.
The organic polyisocyanate are preferably diisocyanates such as toluene diisocyanate or the other well known diisocyanates.
The polyols may be of low molecular weight but the polymeric ones of 500 to 10,000 molecular weight are desired and usually those of 500 to 800 to 5,000 to 6,000 molecular weight are very suitable and more desirable. Especially desired polyols are the poly(oxytetramethylene) glycols or mixtures of poly~oxytetramethylene-oxytrimethylene) glycols. The other polyether glycols may be used. The polyester glycol~ such as the adipate esters of propylene glycols, ethylene glycol, butylene glycols and their mixtures are highly desirable where higher physicals are desired.
The thermoplastic urethanes having unreacted polyol are mixed with sufficient blocked polyisocyanate to react with the free or unreacted polyol, usually a slight excess to about 15~ blocked polyisocyanate is used. Then this mixture is poured, cast or injected into a shaper to give the shaped ' 2 ~
article such a3 the tire of the drawings. Where two kinds of rubber are to be joined in Fig. 2, rubber 14 may be, for example, a rubber such as a diene rubber or a polyurethane that has been used until the tire is ready to be recapped. Then part 15, the tread part, is removed as in a normal recapping operation, and then a new tread12 is molded by injecting the mixture of the thermoplas~ic polyurethane and blocked isocyanate into the mold via injection ports 8 to fill it and the air in the mold is removed by vents 9.
Then, the molded tread portion on the recapped tire is heated in the mold to 350 to 450F for an hour or so, usually overnight to cause the blocked isocyanate to become unblocked and the unblocked isocyanate will react with the excess polyol to fully cure the mixture. ~lternately, the molded tire is taken from the mold and cured in a hot room at about 300 to about 450F to unblock the blocked isocyanate and allow the unblocked isocyanate to react with the excess or freed polyol.
In another example, a toluidine diisocyanate is reacted with an excess of poly(oxytetramethylène) glycol of about 1000 molecular weight to give about 5 to 10~ excess polyol. This polyurethane is blended with a slight excess of a blocked isocyanate composed e~sentially of the reaction product of a 1 to 1 molar mixture of phenol and toluene diisocyanate. The mold of Fig. 1 was mounted in a spinning relationship on an axle and the mold spinning was partiall~ filled with this mixture and cause to react to set the mixture usually at 100 to 200F. Then the unfilled portion of the mold is filled with a mixture of a slight excess of the above blocked isocyanate and a thermoplastic polyurethane composed of a toluene diisocyanate 35 reacted with an exce3s of a polybutane diol-1,4 of 800 to 2000 molecular weight and allowed to react until set. The tire is stripped from the mold and cured in a hot air oven for 4-5 hours at 325 to 450F to give a 2~ '3 thermoset polyurethane.
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 departing from the spirit or scope of the invention.
:,
Claims (8)
1. A method of converting a thermoplastic urethane prepolymer having unreacted polyol, i.e., hydroxyl groups to a thermoset urethane comprising making a prepolymer by reacting essentially all of the NCO groups of an organic polyisocyanate with excess polyol to give an extrudable product, (2) blocking an organic polyisocyanate by reacting the organic polyisocyanate with an organic monofunctional reactive hydrogen to form a urethane group, (3) forming a mixture by mixing said prepolymer urethane with free hydroxyl with sufficient blocked organic polyisocyanate to react with the free hydroxyls of the prepolymer and shaping said mixture by curing at a temperature less than about 250°F and then post curing at about 350°F to 450°F to react the polyol of the thermoplastic urethane with the blocked isocyanate to form a post cured polyurethane.
2. The method of claim 1 wherein the shaping occurs in a mold.
3. The method of claim 2 wherein the mold is a tire mold that has a hub centrally positioned therein to allow the urethane to be adhered to the surface of the hub.
4. The method of claim 3 wherein the hub is metal.
5. The method of claim 3 where the hub is a structural plastic.
6. A method of adhering a polyurethane to a structural material comprising contacting said structural material with a mixture of (a) a polyurethane prepolymer having an excess of 1 to 10%
polyol to give an excess of hydroxyl to NCO groups, and (b) an excess of a blocked polyisocyanate where the blocking agent is present as an excess of an organic monofunctional reactive hydrogen reagent.
polyol to give an excess of hydroxyl to NCO groups, and (b) an excess of a blocked polyisocyanate where the blocking agent is present as an excess of an organic monofunctional reactive hydrogen reagent.
7. The method of claim 6 wherein the structural material is selected from the class consisting of a fabric, a metal and a castable plastic.
8. The method of claim 6 wherein the monofunctional agent is selected from the class consisting of phenol and caprolactam.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US84332992A | 1992-02-28 | 1992-02-28 | |
| US843,329 | 1992-02-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2076215A1 true CA2076215A1 (en) | 1993-08-29 |
Family
ID=25289663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002076215A Abandoned CA2076215A1 (en) | 1992-02-28 | 1992-08-14 | A method of adhering cured rubber to uncured or cured urethane and the resulting product |
Country Status (2)
| Country | Link |
|---|---|
| CA (1) | CA2076215A1 (en) |
| GB (1) | GB2264502B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4391274B2 (en) | 2004-03-09 | 2009-12-24 | 株式会社前田シェルサービス | Manufacturing method of composite solid tire |
| JP2011168111A (en) * | 2010-02-17 | 2011-09-01 | Maeda Sheru Service:Kk | Compound solid tire |
| PE20142126A1 (en) * | 2011-12-16 | 2015-01-11 | Alan Erdman | DEVICE AND A METHOD TO REDUCE TIRES |
| NL2011026C2 (en) * | 2013-06-24 | 2014-12-29 | Herikon B V | Method for manufacturing a flexible wear-resistant part of layered polyurethane and rubber. |
| CN111548502A (en) * | 2020-06-03 | 2020-08-18 | 山西省化工研究所（有限公司） | Preparation method of modified synthetic rubber through chain extension reaction |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4095637A (en) * | 1975-06-09 | 1978-06-20 | The Goodyear Tire & Rubber Company | Solid polyurethane tire/wheel assembly |
-
1992
- 1992-08-14 CA CA002076215A patent/CA2076215A1/en not_active Abandoned
-
1993
- 1993-02-26 GB GB9303914A patent/GB2264502B/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| GB2264502B (en) | 1996-01-03 |
| GB2264502A (en) | 1993-09-01 |
| GB9303914D0 (en) | 1993-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |