Patent US4069368A successfully refreshed from Google Patents.
US4069368A
Expired / Lapsed
US
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Workable and curable epoxy-terminated silane films
Assignee: 3M Co
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Filing: 1976-10-01
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Granted: 1978-01-17
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Expires: 1996-10-01
Abstract
Abstract Conformable films of abrasion resistant coating materials derived from epoxy-terminated silanes are formed by partially curing the epoxy-terminated silane reaction components to a specific degree. Latent catalyst may be included within the film or subsequently added thereto from an adjacent polymer layer containing additional catalyst.
Inventors
- 👤 Frank L. Deyak
- 👤 Arthur A. Wegwerth
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 05:28
CPC Classifications
B; B32; B32B; B32B27/00; B32B27/06; B32B27/08; C; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/30; C08G59/306; B32B27/28; B32B27/283; C08G65/00; C08G65/02; C08G65/04; C08G65/22; C09; C09D; C09D171/00; C09D171/02; C09D4/00; B32B2383/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31536; Y10T428/31652; Y10T428/31663; Y10T428/31971
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
89 words
A partially cured film comprising at least 15% by weight of material derived from epoxy-terminated silanes represented by the formulae: ##STR8## wherein, each R is independently a non-hydrolyzable divalent hydrocarbon radical of less than 20 carbon atoms, or a divalent radical of less than 20 carbon atoms the backbone of which is C atoms which may be interrupted by individual atoms from the group of N and O, the O atoms in the form of either linkages, m is 1, 2, or 3, n is 0, or 1, and
Claim 2
Dependent Claim
89 words
A partially cured film comprising at least 15% by weight of material derived from epoxy-terminated silanes represented by the formulae: ##STR8## wherein, each R is independently a non-hydrolyzable divalent hydrocarbon radical of less than 20 carbon atoms, or a divalent radical of less than 20 carbon atoms the backbone of which is C atoms which may be interrupted by individual atoms from the group of N and O, the O atoms in the form of either linkages, m is 1, 2, or 3, n is 0, or 1, and
Claim 3
Dependent Claim
84 words
R' is aiphatic hydrocarbon radical of less than 10 carbon atoms, an acyl radical of less than 10 carbon atoms, or a radical of the formula (CH 2 CH 2 O) k Z in which k is an integer of at least 1, and Z is hydrogen or an aliphatic hydrocarbon radical of less than 10 carbon atoms, said film cured to a degree such that visually observable dichloromethane attack occurs in not less than 15 seconds and no more than seven-and-one-half minutes when
Claim 4
Dependent Claim
84 words
R' is aiphatic hydrocarbon radical of less than 10 carbon atoms, an acyl radical of less than 10 carbon atoms, or a radical of the formula (CH 2 CH 2 O) k Z in which k is an integer of at least 1, and Z is hydrogen or an aliphatic hydrocarbon radical of less than 10 carbon atoms, said film cured to a degree such that visually observable dichloromethane attack occurs in not less than 15 seconds and no more than seven-and-one-half minutes when
Claim 5
Dependent Claim
159 words
a 4.25 cm diameter circle of filter paper is placed on the film, 2. the paper is wetted thoroughly with dichloromethane, 3. a clear plastic cover is placed over the wetted paper, and 4. the time for visually observable attack on the coating is measured, said partially cured film further characterized by having 1. a latent catalyst within the film in sufficient amount so that when delatentized the film will cure to a degree so that the partially cured film will not be attacked by dichloromethane under the above conditions within 10 minutes, or 2. a thermoplastic polymer layer directly bonded thereto, said polymer containing sufficient catalyst therein so that upon heating to a temperature sufficient to allow migration of the catalyst to the partially cured film layer, the partially cured film layer will be cured to a degree sufficient so that the then cured film will not be attacked by dichloromethane under the above conditions within 10 minutes.
Claim 6
Dependent Claim
159 words
a 4.25 cm diameter circle of filter paper is placed on the film, 2. the paper is wetted thoroughly with dichloromethane, 3. a clear plastic cover is placed over the wetted paper, and 4. the time for visually observable attack on the coating is measured, said partially cured film further characterized by having 1. a latent catalyst within the film in sufficient amount so that when delatentized the film will cure to a degree so that the partially cured film will not be attacked by dichloromethane under the above conditions within 10 minutes, or 2. a thermoplastic polymer layer directly bonded thereto, said polymer containing sufficient catalyst therein so that upon heating to a temperature sufficient to allow migration of the catalyst to the partially cured film layer, the partially cured film layer will be cured to a degree sufficient so that the then cured film will not be attacked by dichloromethane under the above conditions within 10 minutes.
Claim 7
Dependent Claim
31 words
The partially cured film of claim 1 wherein the latent catalyst is a salt of either a highly fluorinated alkyl sulfonyl acid catalyst or a highly fluorinated alkyl sulfonic acid catalyst.
Claim 8
Dependent Claim
23 words
The partially cured film of claim 2 wherein the latent catalyst is an ammonium, organic amine, or metal salt of said acid catalyst.
Claim 9
Dependent Claim
22 words
The partially cured film of claim 1 wherein the epoxy-terminated silane has been partially cured in the presence of a metal ester.
Claim 10
Dependent Claim
15 words
The partially cured film of claim 4 wherein said metal ester is a titanate ester.
Claim 11
Dependent Claim
17 words
The partially cured film of claim 1 wherein said partially cured film is bonded to a substrate.
Claim 12
Dependent Claim
14 words
The partially cured film of claim 6 wherein said substrate comprises a thermoplastic resin.
Claim 13
Dependent Claim
31 words
The partially cured film of claim 1 wherein the catalyst in said thermoplastic polymer layer bonded to said partially cured film is a highly fluorinated alkyl sulfonyl or sulfonic acid catalyst.
Claim 14
Independent Claim
200 words
A method of forming a shaped abrasion resistant coated article which comprises applying heat and pressure to a partially cured film bonded to a moldable thermoplastic resin said partially cured film comprising at least 15% by weight of material derived from epoxy-terminated silanes represented by the formulae: ##STR9## wherein, each R is independently a non-hydrolyzable divalent hydrocarbon radial of less than 20 carbon atoms, or a divalent radical of less than 20 carbon atoms the backbone of which is C atoms which may be interrupted by individual atoms from the group of N and O, the O atoms in the form of ether linkages, m is 1, 2, or 3, n 0, or 1, and R' is an aliphatic hydrocarbon radical of less than 10 carbon atoms, an acyl radical of less than 10 carbon atoms, or a radical of the formula (CH 2 CH 2 O) k Z in which k is an integer of at least 1, and Z is hydrogen or an aliphatic hydrocarbon radical of less than 10 carbon atoms, said film cured to a degree such that visually observable dichloromethane attack occurs in not less than 15 seconds and no more than seven-and-one-half minutes when
Claim 15
Independent Claim
200 words
A method of forming a shaped abrasion resistant coated article which comprises applying heat and pressure to a partially cured film bonded to a moldable thermoplastic resin said partially cured film comprising at least 15% by weight of material derived from epoxy-terminated silanes represented by the formulae: ##STR9## wherein, each R is independently a non-hydrolyzable divalent hydrocarbon radial of less than 20 carbon atoms, or a divalent radical of less than 20 carbon atoms the backbone of which is C atoms which may be interrupted by individual atoms from the group of N and O, the O atoms in the form of ether linkages, m is 1, 2, or 3, n 0, or 1, and R' is an aliphatic hydrocarbon radical of less than 10 carbon atoms, an acyl radical of less than 10 carbon atoms, or a radical of the formula (CH 2 CH 2 O) k Z in which k is an integer of at least 1, and Z is hydrogen or an aliphatic hydrocarbon radical of less than 10 carbon atoms, said film cured to a degree such that visually observable dichloromethane attack occurs in not less than 15 seconds and no more than seven-and-one-half minutes when
Claim 16
Dependent Claim
33 words
a 4.25 cm diameter circle of filter paper is placed on the film, 2. the paper is wetted thoroughly with dichloromethane, 3. a clear plastic cover is placed over the wetted paper, and
Claim 17
Dependent Claim
33 words
a 4.25 cm diameter circle of filter paper is placed on the film, 2. the paper is wetted thoroughly with dichloromethane, 3. a clear plastic cover is placed over the wetted paper, and
Claim 18
Dependent Claim
67 words
the time for visually observable attack on the coating is measured, said partially cured film further characterized by having a latent catalyst within the film in sufficient amount so that when delatentized the film will cure to a degree so that the partially cured film will not be attacked by dichloromethane under the above conditions within 10 minutes and further using means to delatentize said latent catalyst.
Claim 19
Dependent Claim
67 words
the time for visually observable attack on the coating is measured, said partially cured film further characterized by having a latent catalyst within the film in sufficient amount so that when delatentized the film will cure to a degree so that the partially cured film will not be attacked by dichloromethane under the above conditions within 10 minutes and further using means to delatentize said latent catalyst.
Claim 20
Independent Claim
201 words
A method of forming a shaped abrasion resistant coated article which comprises applying heat and pressure to a partially cured film bonded to a moldable thermoplastic resin said partially cured film comprising at least 15% by weight of material derived from epoxy-terminated silanes represented by the formulae: ##STR10## wherein, each R is independently a non-hydrolyzable divalent hydrocarbon radial of less than 20 carbon atoms, or a divalent radical of less than 20 carbon atoms the backbone of which is C atoms which may be interrupted by individual atoms from the group of N and O, the O atoms in the form of ether linkagres, m is 1, 2, or 3, n is 0, or 1, and R' is an aliphatic hydrocarbon radical of less than 10 carbon atoms, an acyl radical of less than 10 carbon atoms, or a radical of the formula (CH 2 CH 2 O) k Z in which k is an integer of at least 1, and Z is hydrogen or an aliphatic hydrocarbon radical of less than 10 carbon atoms, said film cured to a degree such that visually observable dichloromethane attack occurs is not less than 15 seconds and no more than seven-and-one-half minutes when
Claim 21
Independent Claim
201 words
A method of forming a shaped abrasion resistant coated article which comprises applying heat and pressure to a partially cured film bonded to a moldable thermoplastic resin said partially cured film comprising at least 15% by weight of material derived from epoxy-terminated silanes represented by the formulae: ##STR10## wherein, each R is independently a non-hydrolyzable divalent hydrocarbon radial of less than 20 carbon atoms, or a divalent radical of less than 20 carbon atoms the backbone of which is C atoms which may be interrupted by individual atoms from the group of N and O, the O atoms in the form of ether linkagres, m is 1, 2, or 3, n is 0, or 1, and R' is an aliphatic hydrocarbon radical of less than 10 carbon atoms, an acyl radical of less than 10 carbon atoms, or a radical of the formula (CH 2 CH 2 O) k Z in which k is an integer of at least 1, and Z is hydrogen or an aliphatic hydrocarbon radical of less than 10 carbon atoms, said film cured to a degree such that visually observable dichloromethane attack occurs is not less than 15 seconds and no more than seven-and-one-half minutes when
Claim 22
Dependent Claim
154 words
a 4.25 cm diameter circle of filter paper is placed on the film, 2. the paper is wetted thoroughly with dichloromethane, 3. a clear plastic cover is placed over the wetted paper, and 4. the time for visually observable attack on the coating is measured, said partially cured film further characterized by having a thermoplastic polymer layer directly bonded thereto, said polymer containing sufficient catalyst therein so that upon heating to a temperature sufficient to allow migration of the catalyst to the partially cured film layer, the partially cured layer will be cured to a degree sufficient so that the then cured film will not be attacked by dichloromethane under the above conditions within 10 minutes, said heat and pressure being sufficient to allow the catalyst to migrate to said partially cured layer and cure said epoxy-terminated silane layer to a degree such that it will withstand dichloromethane attack for more than 10 minutes.
Claim 23
Dependent Claim
154 words
a 4.25 cm diameter circle of filter paper is placed on the film, 2. the paper is wetted thoroughly with dichloromethane, 3. a clear plastic cover is placed over the wetted paper, and 4. the time for visually observable attack on the coating is measured, said partially cured film further characterized by having a thermoplastic polymer layer directly bonded thereto, said polymer containing sufficient catalyst therein so that upon heating to a temperature sufficient to allow migration of the catalyst to the partially cured film layer, the partially cured layer will be cured to a degree sufficient so that the then cured film will not be attacked by dichloromethane under the above conditions within 10 minutes, said heat and pressure being sufficient to allow the catalyst to migrate to said partially cured layer and cure said epoxy-terminated silane layer to a degree such that it will withstand dichloromethane attack for more than 10 minutes.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-16 | 1981-07-18 | 1982-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-16 | 1985-07-18 | 1986-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-16 | 1989-07-18 | 1990-01-17 | $7700.00 | Window Closed / Lapsed |