US3940547A
Expired / Lapsed
US
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Adhesive polyolefin composition
Assignee: Phillips Petroleum Co
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Filing: 1973-11-02
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Granted: 1976-02-24
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Expires: 1993-11-02
Abstract
Abstract Combination of a polyolefin; a crosslinking agent; a halogenated phosphorous-nitrogen compound having the formula ##EQU1## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms and X is chlorine, bromine, or iodine; ammonium polyphosphate; and hexachlorocyclopentadiene dimer yields a composition which is strong, fire-retardant and also strongly adherent to certain surfaces including aluminum.
Inventors
- 👤 Donald G. Needham
- 👤 Ray D. Griffin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 11:35
CPC Classifications
B; B32; B32B; B32B27/00; B32B15/00; B32B15/04; B32B15/08; B32B15/085; C; C08; C08K; C08K3/00; C08K3/32; C08K5/00; C08K5/02; C08K5/04; C08K5/14; C08K5/49; C08K5/50; B32B38/00; B32B2038/0052; B32B2038/0076; B32B2307/00; B32B2307/30; B32B2307/306; B32B2307/3065; B32B2311/00; B32B2311/24; H; H05; H05K; H05K1/00; H05K1/02; H05K1/03; H05K1/0313; H05K1/032; H05K1/0353; H05K1/0373; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31692; Y10T428/31699; Y10T428/31725; Y10T428/3175; Y10T428/31757; Y10T428/31786; Y10T428/31797; Y10T428/31826; Y10T428/31833; Y10T428/31855; Y10T428/31935
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
129 words
A laminate comprising a first layer of a first material selected from the group consisting of suitable metals, elastomers, resins, and combinations thereof and a second layer bonded to said first layer, said second layer being formed of a composition comprising a polyolefin, an acetylenic diperoxy crosslinking agent, a halogenated phosphorus-nitrogen compound represented by the formula ##EQU6## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates; and dimer of hexachlorocyclopentadiene; said first material being a material to which said composition of said second layer will adhere.
Claim 2
Dependent Claim
129 words
A laminate comprising a first layer of a first material selected from the group consisting of suitable metals, elastomers, resins, and combinations thereof and a second layer bonded to said first layer, said second layer being formed of a composition comprising a polyolefin, an acetylenic diperoxy crosslinking agent, a halogenated phosphorus-nitrogen compound represented by the formula ##EQU6## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates; and dimer of hexachlorocyclopentadiene; said first material being a material to which said composition of said second layer will adhere.
Claim 3
Dependent Claim
29 words
A laminate in accordance with claim 1 wherein said first material is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof.
Claim 4
Dependent Claim
33 words
A laminate in accordance with claim 2 additionally comprising a third layer of a material selected from the group consisting of suitable metals, elastomers, resins, and combinations thereof bonded to said second layer.
Claim 5
Dependent Claim
13 words
A laminate in accordance with claim 3 wherein said third layer comprises aluminum.
Claim 6
Dependent Claim
30 words
A laminate in accordance with claim 3 wherein said third layer comprises material selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof.
Claim 7
Dependent Claim
153 words
A laminate comprising a first layer of aluminum and a second layer bonded to said first layer, said second layer being formed of a composition comprising: a polyolefin; an acetylenic diperoxy crosslinking agent; from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates; from about 5 percent to about 20 percent by weight based on the weight of said polyolefin of a dimer of hexachlorocyclopentadiene; and from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of a halogenated phosphorus-nitrogen compound represented by the formula ##EQU7## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine.
Claim 8
Dependent Claim
153 words
A laminate comprising a first layer of aluminum and a second layer bonded to said first layer, said second layer being formed of a composition comprising: a polyolefin; an acetylenic diperoxy crosslinking agent; from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates; from about 5 percent to about 20 percent by weight based on the weight of said polyolefin of a dimer of hexachlorocyclopentadiene; and from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of a halogenated phosphorus-nitrogen compound represented by the formula ##EQU7## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine.
Claim 9
Dependent Claim
33 words
A laminate in accordance with claim 6 additionally comprising a third layer of a material selected from the group consisting of suitable metals, elastomers, resins, and combinations thereof bonded to said second layer.
Claim 10
Dependent Claim
29 words
A laminate in accordance with claim 7 wherein said third layer is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof.
Claim 11
Dependent Claim
13 words
A laminate in accordance with claim 8 wherein said third layer comprises aluminum.
Claim 12
Dependent Claim
179 words
The process of bonding a suitable first surface to a suitable second surface, said process comprising combining a polyolefin, an acetylenic diperoxy crosslinking agent, ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates, dimer of hexachlorocyclopentadiene, and a halogenated phosphorus-nitrogen compound represented by the formula ##EQU8## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; depositing the thus-prepared polyolefin composition between said suitable first surface to which it is capable of adhering and said suitable second surface to which it is capable of adhering; heating said polyolefin composition, said first surface, and said second surface to a temperature above the melting point of said polyolefin composition; maintaining said polyolefin composition, said first surface, and said second surface at said temperature for a period of time sufficient to permit a crosslinking reaction to take place; and cooling said polyolefin, said first surface, and said second surface.
Claim 13
Dependent Claim
179 words
The process of bonding a suitable first surface to a suitable second surface, said process comprising combining a polyolefin, an acetylenic diperoxy crosslinking agent, ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates, dimer of hexachlorocyclopentadiene, and a halogenated phosphorus-nitrogen compound represented by the formula ##EQU8## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; depositing the thus-prepared polyolefin composition between said suitable first surface to which it is capable of adhering and said suitable second surface to which it is capable of adhering; heating said polyolefin composition, said first surface, and said second surface to a temperature above the melting point of said polyolefin composition; maintaining said polyolefin composition, said first surface, and said second surface at said temperature for a period of time sufficient to permit a crosslinking reaction to take place; and cooling said polyolefin, said first surface, and said second surface.
Claim 14
Dependent Claim
52 words
A process in accordance with claim 10 wherein said first surface is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof and wherein said second surface is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof.
Claim 15
Dependent Claim
13 words
A process in accordance with claim 10 wherein said first surface comprises aluminum.
Claim 16
Dependent Claim
13 words
A process in accordance with claim 12 wherein said second surface comprises aluminum.
Claim 17
Dependent Claim
15 words
A process in accordance with claim 12 wherein said second surface comprises a polymeric material.
Claim 18
Dependent Claim
158 words
A process of bonding a polyolefin to a surface of a suitable material, said process comprising combining with polyolefin, an acetylenic diperoxy crosslinking agent, ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates, dimer of hexachlorocyclopentadiene, and a halogenated phosphorus-nitrogen compound represented by the formula ##EQU9## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; mixing the combined ingredients to form a substantially uniform composition; contacting the thus-prepared polyolefin compostion and said surface with the temperature of said polyolefin composition being above the melting point of said polyolefin composition; maintaining said polyolefin composition and said surface above said melting point for a period of time sufficient to permit a crosslinking reaction to take place; and then cooling said polyolefin composition below said melting point.
Claim 19
Dependent Claim
158 words
A process of bonding a polyolefin to a surface of a suitable material, said process comprising combining with polyolefin, an acetylenic diperoxy crosslinking agent, ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates, dimer of hexachlorocyclopentadiene, and a halogenated phosphorus-nitrogen compound represented by the formula ##EQU9## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; mixing the combined ingredients to form a substantially uniform composition; contacting the thus-prepared polyolefin compostion and said surface with the temperature of said polyolefin composition being above the melting point of said polyolefin composition; maintaining said polyolefin composition and said surface above said melting point for a period of time sufficient to permit a crosslinking reaction to take place; and then cooling said polyolefin composition below said melting point.
Claim 20
Dependent Claim
46 words
A process in accordance with claim 15 wherein said polyolefin is a polymer of ethylene having a density in the range of about 0.92 to about 0.97 and wherein said crosslinking agent comprises about 0.1 to about 10 percent by weight of said polymer of ethylene.
Claim 21
Dependent Claim
48 words
A process in accordance with claim 16 wherein said crosslinking agent is selected from the group consisting of hexynes having the formula ##EQU10## octynes having the formula ##EQU11## and octadiynes having the formula ##EQU12## wherein R" is selected from the group consisting of tertiary alkyl, alkoxycarbonyl, and benzoyl.
Claim 22
Dependent Claim
76 words
A process in accordance with claim 17 wherein the concentrations of each of said halogenated phosphorus-nitrogen compound and ammonium polyphosphate are in the range of from about 2 percent to about 7.5 percent by weight based on the weight of said high density polyethylene, and wherein the concentration of dimer of hexachlorocyclopentadiene is within the range of from about 5 percent to about 20 percent by weight based on the weight of said high density polyethylene.
Claim 23
Dependent Claim
16 words
A process in accordance with claim 18 wherein said halogenated phosphorus-nitrogen compound is ethylene bis[tris(2-cyanoethyl)phosphonium bromide].
Claim 24
Dependent Claim
31 words
A process in accordance with claim 19 wherein the material forming said surface is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof.
Claim 25
Dependent Claim
213 words
A process of bonding a polyolefin to an aluminum surface, said process comprising: combining with said polyolefin an acetylenic diperoxy crosslinking agent, from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates, from about 5 percent to about 20 percent by weight based on the weight of said polyolefin of a dimer of hexachlorocyclopentadiene, and from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of a halogenated phosphorus-nitrogen compound represented by the formula ##EQU13## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; mixing the combined ingredients to form a substantially uniform composition; contacting the thus-prepared polyolefin composition and said aluminum surface with the temperature of said polyolefin composition being above the melting point of said polyolefin composition; maintaining said polyolefin composition and said aluminum surface above said melting point for a period of time sufficient to permit a crosslinking reaction to take place; and subsequently cooling said polyolefin composition below said melting point.
Claim 26
Dependent Claim
213 words
A process of bonding a polyolefin to an aluminum surface, said process comprising: combining with said polyolefin an acetylenic diperoxy crosslinking agent, from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates, from about 5 percent to about 20 percent by weight based on the weight of said polyolefin of a dimer of hexachlorocyclopentadiene, and from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of a halogenated phosphorus-nitrogen compound represented by the formula ##EQU13## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine, or iodine; mixing the combined ingredients to form a substantially uniform composition; contacting the thus-prepared polyolefin composition and said aluminum surface with the temperature of said polyolefin composition being above the melting point of said polyolefin composition; maintaining said polyolefin composition and said aluminum surface above said melting point for a period of time sufficient to permit a crosslinking reaction to take place; and subsequently cooling said polyolefin composition below said melting point.
Claim 27
Dependent Claim
48 words
A process in accordance with claim 21 wherein said polyolefin is a polymer of ethylene having a density in the range of from about 0.92 to about 0.97 and wherein said crosslinking agent comprises from about 0.1 to about 10 percent by weight of said polymer of ethylene.
Claim 28
Dependent Claim
48 words
A process in accordance with claim 22 wherein said crosslinking agent is selected from the group consisting of hexynes having the formula ##EQU14## octynes having the formula ##EQU15## and octadiynes having the formula ##EQU16## wherein R" is selected from the group consisting of tertiary alkyl, alkoxycarbonyl, and benzoyl.
Claim 29
Dependent Claim
16 words
A process in accordance with claim 23 wherein said halogenated phosphorus-nitrogen compound is ethylene bis[tris(2-cyanoethyl)phosphonium bromide].
Claim 30
Dependent Claim
236 words
A process of bonding a first suitable surface to a second suitable surface, said process comprising: combining a polyolefin; an acetylenic diperoxy crosslinking agent; from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates; from about 5 percent to about 20 percent by weight based on the weight of said polyolefin of a dimer of hexachlorocyclopentadiene; and from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of a halogenated phosphorus-nitrogen compound represented by the formula ##EQU17## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine or iodine; depositing the thus-prepared polyolefin composition between a first surface to which it is capable of adhering and a second surface to which it is capable of adhering; heating said polyolefin composition, said first surface, and said second surface to a temperature above the melting point of said polyolefin composition; maintaining said polyolefin composition, said first surface, and said second surface above said melting point for a period of time sufficient to permit crosslinking reaction to take place; and cooling said polyolefin, said first surface, and said second surface below said melting point.
Claim 31
Dependent Claim
236 words
A process of bonding a first suitable surface to a second suitable surface, said process comprising: combining a polyolefin; an acetylenic diperoxy crosslinking agent; from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of ammonium polyphosphate having at least 45 percent of phosphate in the form of polyphosphates; from about 5 percent to about 20 percent by weight based on the weight of said polyolefin of a dimer of hexachlorocyclopentadiene; and from about 2 percent to about 7.5 percent by weight based on the weight of said polyolefin of a halogenated phosphorus-nitrogen compound represented by the formula ##EQU17## where R' is selected from the group consisting of hydrogen and alkyl radicals having 1 to 3 carbon atoms, R is a cyano alkyl radical having 2 to 6 carbon atoms, and X is chlorine, bromine or iodine; depositing the thus-prepared polyolefin composition between a first surface to which it is capable of adhering and a second surface to which it is capable of adhering; heating said polyolefin composition, said first surface, and said second surface to a temperature above the melting point of said polyolefin composition; maintaining said polyolefin composition, said first surface, and said second surface above said melting point for a period of time sufficient to permit crosslinking reaction to take place; and cooling said polyolefin, said first surface, and said second surface below said melting point.
Claim 32
Dependent Claim
58 words
A process in accordance with claim 25 wherein the material forming said first surface is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof and wherein the material forming said second surface is selected from the group consisting of aluminum, polyamides, polyesters, polyolefins, synthetic rubber, natural rubber, and combinations thereof.
Claim 33
Dependent Claim
16 words
A process in accordance with claim 26 wherein the material forming said first surface is aluminum.
Claim 34
Dependent Claim
15 words
A process in accordance with claim 27 wherein the material forming said surface is aluminum.
References Cited (Backward Citations)
US2671080A
Cited
US3131115A
Cited
US3143364A
Cited
US3322612A
Cited
US3345247A
Cited
US3481812A
Cited
US3449192A
Cited
US3821022A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-02-23 | 1979-08-25 | 1980-02-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-02-23 | 1983-08-25 | 1984-02-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-02-23 | 1987-08-25 | 1988-02-24 | $7700.00 | Window Closed / Lapsed |