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Patent US4404347A successfully refreshed from Google Patents.
US4404347A
Expired / Lapsed
US
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Polyisocyanate cross-linked polymers containing cellulosic component
Assignee: Nippon Paint Co Ltd
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Filing: 1981-12-29
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Granted: 1983-09-13
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Expires: 2001-12-29
Abstract
Abstract Cellulose derivatives such as cellulose nitrate, cellulose acetate, cellulose acetate butyrate or ethyl cellulose may be cross-linked with a synthetic film-forming resin such as acrylic resin, alkyd resin, epoxy resin, aminoplast resin or mixtures of these resins by first reacting said cellulose derivative with a polyisocyanate compound to give an addition-reaction product containing free isocyanate groups, then reacting the resulting product with said film-forming resin. The resulting cross-linked hybrid polymers exhibit remarkably advantageous properties as a film-forming component for use in lacquer type coating compositions.
Inventors
- 👤 Toshiomi Nakamura
- 👤 Masakazu Okamura
- 👤 Yoichiro Moriguchi
- 👤 Tamiki Hayase
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 06:10
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/28; C08G18/40; C08G18/64; C08G18/6484; C09; C09D; C09D101/00; C09D101/08
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
200 words
A cross-linked hybrid polymer comprising a first polymer block and a second polymer block cross-linked to each other via bonds to different reaction sites of a polyisocyanate compound, the bond of the first polymer block with the polyisocyanate compound being effected prior to the bond of the second polymer block thereto, said first polymer block being a film-forming cellulose derivative having at least one active hydrogen atom reactive with an isocyanato group of said polyisocyanate but not reactive with at least one remaining isocyanato group of said polyisocyanate, and said second polymer block being a preformed film-forming polymer having at least one active hydrogen atom which is reactive with said remaining isocyanato group of the polyisocyanate with which said active hydrogen atom of the cellulose derivative was unreactive, and said second film-forming polymer being an acrylic resin, an alkyd resin, a polyester resin, an epoxy resin, an aminoplast resin or a mixture of these resins; the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate being 1.0 to 200, and the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer being less than 1.0.
Claim 2
Dependent Claim
200 words
A cross-linked hybrid polymer comprising a first polymer block and a second polymer block cross-linked to each other via bonds to different reaction sites of a polyisocyanate compound, the bond of the first polymer block with the polyisocyanate compound being effected prior to the bond of the second polymer block thereto, said first polymer block being a film-forming cellulose derivative having at least one active hydrogen atom reactive with an isocyanato group of said polyisocyanate but not reactive with at least one remaining isocyanato group of said polyisocyanate, and said second polymer block being a preformed film-forming polymer having at least one active hydrogen atom which is reactive with said remaining isocyanato group of the polyisocyanate with which said active hydrogen atom of the cellulose derivative was unreactive, and said second film-forming polymer being an acrylic resin, an alkyd resin, a polyester resin, an epoxy resin, an aminoplast resin or a mixture of these resins; the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate being 1.0 to 200, and the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer being less than 1.0.
Claim 3
Dependent Claim
20 words
The polymer of claim 1, wherein said cellulose derivative is cellulose nitrate, cellulose acetate, cellulose acetate butyrate or ethyl cellulose.
Claim 4
Dependent Claim
18 words
The polymer of claim 2, wherein said polyisocyanate compound has at least two isocyanato groups having different reactivities.
Claim 5
Dependent Claim
17 words
The polymer of claim 3, wherein said polyisocyanate compound is isophorone diisocyanate or lysine alkyl ester diisocyanate.
Claim 6
Dependent Claim
20 words
The polymer of claim 4, wherein said cellulose derivative is cellulose nitrate and said film-forming polymer is an acrylic resin.
Claim 7
Dependent Claim
20 words
The polymer of claim 4, wherein said cellulose derivative is cellulose nitrate and said film-forming polymer is an alkyd resin.
Claim 8
Dependent Claim
21 words
The polymer of claim 4, wherein said cellulose derivative is cellulose acetate butyrate and said film-forming polymer is an acrylic resin.
Claim 9
Dependent Claim
27 words
A hybrid polymer of claim 1 wherein the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate is 50-100.
Claim 10
Dependent Claim
29 words
A hybrid polymer of claim 1 wherein the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer is less than 0.2.
Claim 11
Dependent Claim
29 words
A hybrid polymer of claim 1 wherein the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate is greater than 1.
Claim 12
Dependent Claim
54 words
A hybrid polymer of claim 1 wherein, in the reaction of said first polymer block with the polyisocyanate, the absorbance of A NCO at 2240 cm -1 to the absorbance A CH at 2960 cm -1 of the reaction mixture falls to 20 to 80% of that of the initial value of the ratio.
Claim 13
Independent Claim
168 words
A method for preparing a cross-linked hybrid polymer which comprises reacting a polyisocyanate compound, in a first reaction stage, with a film-forming cellulose derivative having at least one active hydrogen atom reactive with an isocyanato group of said polyisocyanate but not reactive with at least one remaining isocyanato group of said polyisocyanate, and then, in a second reaction stage, reacting the product with a film-forming polymer having at least one active hydrogen atom which is reactive with said remaining isocyanato group of the polyisocyanate with which said active hydrogen atom of the cellulose derivative was unreactive, and said second film-forming polymer being an acrylic resin, an alkyd resin, a polyester resin, an epoxy resin, an aminoplast resin or a mixture of these resins; the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate being 1.0 to 200; and the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer being less than 1.0.
Claim 14
Independent Claim
168 words
A method for preparing a cross-linked hybrid polymer which comprises reacting a polyisocyanate compound, in a first reaction stage, with a film-forming cellulose derivative having at least one active hydrogen atom reactive with an isocyanato group of said polyisocyanate but not reactive with at least one remaining isocyanato group of said polyisocyanate, and then, in a second reaction stage, reacting the product with a film-forming polymer having at least one active hydrogen atom which is reactive with said remaining isocyanato group of the polyisocyanate with which said active hydrogen atom of the cellulose derivative was unreactive, and said second film-forming polymer being an acrylic resin, an alkyd resin, a polyester resin, an epoxy resin, an aminoplast resin or a mixture of these resins; the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate being 1.0 to 200; and the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer being less than 1.0.
Claim 15
Dependent Claim
21 words
The method according to claim 12, wherein said cellulose derivative is cellulose nitrate, cellulose acetate, cellulose acetate butyrate or ethyl cellulose.
Claim 16
Dependent Claim
19 words
The method according to claim 13, wherein said polyisocyanate compound has at least two isocyanato groups having different reactivities.
Claim 17
Dependent Claim
18 words
The method according to claim 14, wherein said polyisocyanate compound is isophorone diisocyanate or lysine alkyl ester diisocyanate.
Claim 18
Dependent Claim
15 words
The method according to claim 12, wherein a catalyst is present in the reaction system.
Claim 19
Dependent Claim
17 words
The method according to claim 16, wherein said catalyst is an organometallic compound or a tertiary amine.
Claim 20
Dependent Claim
53 words
The method according to claim 12, wherein said first stage reaction is continued until the ratio of the absorbance of A NCO at 2240 cm -1 to the absorbance A CH at 2960 cm -1 of the reaction mixture falls to 20 to 80% of that of the initial value of the ratio.
Claim 21
Dependent Claim
26 words
A method of claim 12 wherein the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate is 50-100.
Claim 22
Dependent Claim
28 words
A method of claim 12 wherein the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer is less than 0.2.
Claim 23
Dependent Claim
29 words
A hybrid polymer of claim 8 wherein the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer is less than 0.2.
Claim 24
Dependent Claim
28 words
A method of claim 19 wherein the ratio of the isocyanate equivalent of said polyisocyanate to the active hydrogen equivalent of said film-forming polymer is less than 0.2.
Claim 25
Dependent Claim
28 words
A method of claim 12 wherein the ratio of the active hydrogen equivalent of said cellulose derivative to the isocyanate equivalent of said polyisocyanate is greater than 1.
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) | 1986-09-12 | 1987-03-14 | 1987-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-12 | 1991-03-14 | 1991-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-12 | 1995-03-14 | 1995-09-13 | $7700.00 | Window Closed / Lapsed |