Patent US3726703A successfully refreshed from Google Patents.
US3726703A
Expired / Lapsed
US
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Non-fogging material
Assignee: C & D ACQUISITION CORP A CORP OF DE
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Filing: 1970-11-04
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Granted: 1973-04-10
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Expires: 1990-11-04
Abstract
Abstract A non-fogging material is provided by applying a transparent non-fogging coating to a normally fogging transparent or reflecting substrate. The non-fogging coating comprises a highly cross-linked alkylene imine polymer. The polyalkylene imine may be further modified by an adhesion promoter through reaction with the amine hydrogens of the polyimine. The non-fogging articles include goggles - safety and ski, bathroom mirrors, windows, boat windshields, packages, eye-glasses and gas masks.
Inventors
- 👤 R Dornte
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:32
CPC Classifications
C; C03; C03C; C03C17/00; C03C17/28; C03C17/32; C08; C08G; C08G73/00; C08G73/02; C08G73/0206; C08G73/0213; C08J; C08J7/00; C08J7/04; C08J7/0427; C08J7/043; C08J7/046; C08J7/054; C08J7/056; C09; C09K; C09K3/00; C09K3/18; C08J2479/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31507; Y10T428/31511; Y10T428/31551; Y10T428/31942
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
48 words
adding a mono-functional reactive compound containing a polar functional group to said polyalkylene imine solution in an amount up to about 0.80 mole per equivalent weight of the alkylene imine repeating unit and reacting said compound with the amine hydrogen of the polyalkylene imine, said reaction being exothermic;
Claim 2
Dependent Claim
57 words
A material in accordance with claim 1 in which the cross-linking compound contains functional groups capable of reacting with the polyalkylene imine selected from a nonaromatic ethylenic unsaturated group, an epoxy group, a halo group, a carboxylic acid or anhydride group, an aldehyde group, a ketonic group, an isocyanato or isothiocyanato group or a phenolic hydroxy group.
Claim 3
Dependent Claim
15 words
A material in accordance with claim 2 in which the polyalkylene imine is polyethylene imine.
Claim 4
Dependent Claim
15 words
cooling the reaction solution of step (2) if necessary to prevent an exothermic runaway reaction;
Claim 5
Dependent Claim
46 words
after thermally stabilizing the reaction of step (2), adding at least one cross-linking compound to the solution which is capable of reacting with and cross-linking the polyalkylene imine polymer, said cross-linking compound being present in quantities sufficient to yield a water insoluble coating upon complete reaction;
Claim 6
Dependent Claim
37 words
A material in accordance with claim 1 in which the mono-functional reactive compound containing a polar functional group contains such a group selected from a cyano group, an amido group, an acetyl group and an aryl group.
Claim 7
Dependent Claim
15 words
A material in accordance with claim 4 in which the polyalkylene imine is polyethylene imine.
Claim 8
Dependent Claim
33 words
heating the solution containing the cross-linking compound to partially react it with the polyalkylene imine without cross-linking the imine polymer to a degree that the polymer will gel or come out of solution;
Claim 9
Dependent Claim
10 words
cooling the partially cross-linked polyalkylene imine solution to stabilize it;
Claim 10
Dependent Claim
48 words
A material in accordance with claim 1 in which there are at least three reactive compounds attached to the polyalkylene imine, two of said reactive compounds functioning as cross-linking compounds and another being a monofunctional reaCtive compound containing a polar functional group to promote adhesion to the substrate.
Claim 11
Dependent Claim
58 words
A material in accordance with claim 6 in which the cross-linking compounds are present in amounts of about 0.3 to 2.5 moles per equivalent weight of the alkylene imine repeating unit and the compound containing the polar functional group is present in an amount up to about 0.80 mole per equivalent weight of the alkylene imine repeating unit.
Claim 12
Dependent Claim
16 words
applying the partially cross-linked polyalkylene imine solution to at least one surface of the substrate; and
Claim 13
Dependent Claim
48 words
heating the coated substrate to cause the solvent to be driven off and the cross-linking reaction to be completed whereby substantially all of the nitrogen atoms of the polyalkylene imine are attached to a plurality of reactive compounds so as to provide a non-fogging, water-insoluble, hydrophilic coated substrate.
Claim 14
Dependent Claim
35 words
A material in accordance with claim 7 in which the polyalkylene imine is polyethylene imine, two of the cross-linking compounds are epichlorohydrin and N,N''-methylene bisacrylamide and the mono-functional compound containing a polar group is acrylonitrile.
Claim 15
Dependent Claim
13 words
A material in accordance with claim 8 in which the substrate is polycarbonate.
Claim 16
Dependent Claim
31 words
A material in accordance with claim 7 in which two of the cross-linking compounds are epichlorohydrin and glycidyl methacrylate and the mono-functional compound containing a polar group contains an acrylamide group.
Claim 17
Dependent Claim
25 words
A material in accordance with claim 10 in which the polyalkylene imine is polyethylene imine and the compound containing an acrylamide group is isopropyl acrylamide.
Claim 18
Dependent Claim
13 words
A material in accordance with claim 10 in which the substrate is polycarbonate.
Claim 19
Dependent Claim
13 words
A material in accordance with claim 7 in which the substrate is polycarbonate.
Claim 20
Dependent Claim
13 words
A material in accordance with claim 6 in which the substrate is polycarbonate.
Claim 21
Independent Claim
14 words
A method of applying a non-fogging, water insoluble, hydrophilic coating to a substrate comprising:
Claim 22
Dependent Claim
38 words
The method of claim 15 in which the cross-linking compound is added to the polyalkylene imine solution in step (4) in an amount of about 0.3 to 2.5 moles per equivalent weight of the alkylene imine repeating unit.
Claim 23
Dependent Claim
13 words
The method of claim 15 in which the polyalkylene imine is polyethylene imine.
Claim 24
Dependent Claim
33 words
The method of claim 15 in which the mono-functional reactive compound containing a polar functional group is selected from the group consisting of acrylonitrile, an acrylamide, a methacrylamide, a methacrylate and an acrylate.
Claim 25
Dependent Claim
55 words
The method of claim 15 in which the cross-linking compound contains functional groups capable of reacting with the polyalkylene imine selected from a nonaromatic ethylenic unsaturated group, an epoxy group, a halo group, a carboxylic acid or anhydride group, an aldehyde group, a ketonic group, an isocyanato or isothiocyanato group and a phenolic hydroxy group.
Claim 26
Dependent Claim
26 words
The method of claim 15 in which the substrate is a polymer whose surface is oxidized or sulfonated prior to applying the coating in step (7).
Claim 27
Dependent Claim
34 words
The method of claim 15 in which the substrate is polycarbonate whose surface is treated with a dilute solution of chromic acid in concentrated sulfuric acid prior to applying the coating in step (7).
Claim 28
Dependent Claim
137 words
The method of claim 15 in which the cross-linking compound is added and reacted with the polyalkylene imine in at least two parts by: 4A. adding a first cross-linking compound to the polyalkylene imine solution to react with the polyalkylene imine without causing the polyalkylene imine to cross-link to a degree that the imine polymer will gel or come out of solution; 4B. adding a second cross-linking compound to the solution containing the polyalkylene imine and the first cross-linking compound, said second cross-inking compound being capable of reacting with both the amine hydrogen and the nitrogen of the polyalkylene imine; and 4C. reacting the first and second cross-linking compounds with the polyalkylene imine to increase the molecular weight without cross-linking the imine polymer to a degree that the imine polymer will gel or come out of solution.
Claim 29
Dependent Claim
21 words
The method of claim 22 in which the first cross-linking compound is glycidyl methacrylate and the second cross-linking compound is epichlorohydrin
Claim 30
Dependent Claim
26 words
The method of claim 23 in which the polyalkylene imine is polyethylene imine with a molecular weight in the range of about 400 to about 1,000.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-04-09 | 1976-10-09 | 1977-04-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-04-09 | 1980-10-09 | 1981-04-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-04-09 | 1984-10-09 | 1985-04-10 | $7700.00 | Window Closed / Lapsed |