US3893985A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Copolymers of cyclic vinyl ethers and cyclic acetals
Assignee: Union Carbide Corp
•
Filing: 1973-08-29
•
Granted: 1975-07-08
•
Expires: 1993-08-29
Abstract
Abstract Novel copolymerization products are provided by the cationic polymerization of a di-(dihydropyranyl) compound with a substituted 1,3-dioxolane or a substituted 1,3-dioxane. The copolymerization products possess improved abrasion resistance and toughness as compared with the homopolymers of the di(dihydropyranyl) monomers. Especially useful, particularly in providing foamed polymeric materials of improved friability resistance, are the polymerization reaction products of 3,4dihydro-2H-pyran-2-methyl(3,4-dihydro-2H-pyran-2-carboxylate) and a bis-dioxolanyl or a bis-dioxanyl carbamate.
Inventors
- 👤 Anthony Joseph Papa
- 👤 William Robert Proops
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 22:23
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/81; C08G18/8141; C08G18/815; C08G18/8158; C08G61/00
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
68 words
A POLYMERIC COMPOSITION OF MATTER WHICH CONSISTS ESSENTIALLY OF THE REACTION PRODUCT FOMRED BY POLYMERIZATION OF: (1) A DI-(3,4-DIHYDRO-2H PYRANY) COMPOUND WITH (2) A SUBSTITUTED 13-CYCLIC ACETAL IN WHICH THE CYCLIC NUCLEUS CONSISTS OF FROM THREE TO FOUR CARBON ATOMS IN ADDITION TO THE TWO OXYGEN ATOMS AT THE 1- AND 3- POSITIONS THEREOF AT A MOLE RATIO OF (1):(2) OF BETWEEN ABOUT 0.2 1 AND ABOUT 10:1
Claim 2
Dependent Claim
68 words
A POLYMERIC COMPOSITION OF MATTER WHICH CONSISTS ESSENTIALLY OF THE REACTION PRODUCT FOMRED BY POLYMERIZATION OF: (1) A DI-(3,4-DIHYDRO-2H PYRANY) COMPOUND WITH (2) A SUBSTITUTED 13-CYCLIC ACETAL IN WHICH THE CYCLIC NUCLEUS CONSISTS OF FROM THREE TO FOUR CARBON ATOMS IN ADDITION TO THE TWO OXYGEN ATOMS AT THE 1- AND 3- POSITIONS THEREOF AT A MOLE RATIO OF (1):(2) OF BETWEEN ABOUT 0.2 1 AND ABOUT 10:1
Claim 3
Dependent Claim
43 words
A polymeric composition consisting essentially of the reaction product formed of polymerizing: (1) 3,4-dihydro-2H-pyran-2-methyl(3,4-dihydro-2H-pyran-2-carboxylate) with (2) a cyclic acetal selected from the group consisting of a bis(1,3-dioxolanyl)alkane and a bis(1,3-dioxanyl)alkane, at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 4
Dependent Claim
43 words
A polymeric composition consisting essentially of the reaction product formed of polymerizing: (1) 3,4-dihydro-2H-pyran-2-methyl(3,4-dihydro-2H-pyran-2-carboxylate) with (2) a cyclic acetal selected from the group consisting of a bis(1,3-dioxolanyl)alkane and a bis(1,3-dioxanyl)alkane, at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 5
Dependent Claim
14 words
A polymeric composition as defined in claim 2 wherein said cyclic acetal is 1,3-bis(1,3-dioxolan-2-yl)propane.
Claim 6
Dependent Claim
68 words
A polymerization process which comprises copolymerizing a di-(3,4-dihydro-2H-pyranyl) compound and a substituted 1,3-cyclic acetal in which the cyclic nucleus consists of from three to four carbon atoms in addition to the two oxygen atoms at the 1- and 3-positions thereof, in the presence of a cationic polymerization catalyst and at a mole ratio of said di-(3,4-dihydro-2H-pyranyl) compound to said cyclic acetal of between about 0.2:1 and about 10:1.
Claim 7
Dependent Claim
68 words
A polymerization process which comprises copolymerizing a di-(3,4-dihydro-2H-pyranyl) compound and a substituted 1,3-cyclic acetal in which the cyclic nucleus consists of from three to four carbon atoms in addition to the two oxygen atoms at the 1- and 3-positions thereof, in the presence of a cationic polymerization catalyst and at a mole ratio of said di-(3,4-dihydro-2H-pyranyl) compound to said cyclic acetal of between about 0.2:1 and about 10:1.
Claim 8
Dependent Claim
42 words
A polymeric composition which consists essentially of the reaction product formed by polymerizing (1) a di-(3,4-dihydro-2H-pyranyl) compound and (2) a spiro compound comprising the cyclic nucleus of a 1,3-dioxane, at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 9
Dependent Claim
42 words
A polymeric composition which consists essentially of the reaction product formed by polymerizing (1) a di-(3,4-dihydro-2H-pyranyl) compound and (2) a spiro compound comprising the cyclic nucleus of a 1,3-dioxane, at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 10
Dependent Claim
13 words
A polymeric composition as defined in claim 5 in which (1) is 3,4-dihydro-2H-pyran-2-methyl(3,4-dihydro-2H-pyran-2-carboxylate).
Claim 11
Dependent Claim
53 words
A polymeric composition as defined in claim 5 in which said spiro compound has the formula, D-D'', wherein D represents the cyclic nucleus of a 1,3-dioxane, and D'' represents the cyclic nucleus of a 1,3-dioxane, one carbon atom of D'' being common to said cyclic nucleus D and forming a spiro compound therewith.
Claim 12
Dependent Claim
53 words
A polymeric composition as defined in claim 5 in which said spiro compound has the formula, D-D'', wherein D comprises the cyclic nucleus of a 1,3-dioxane, and D'' is a norbornenyl bicyclic nucleus, one carbon atom of D'' being common to the cyclic nucleus of said 1,3-dioxane and forming a spiro compound therewith.
Claim 13
Dependent Claim
15 words
A polymeric composition as defined in claim 8 wherein said spiro compound is 2-(2-bicyclo(2.2.1)-5-heptene)-5-(2-spirobicyclo(2.2.1)-5-heptene)-1,3 -dioxane.
Claim 14
Dependent Claim
34 words
A polymeric composition which consists essentially of the reaction product formed by polymerizing (1) a di-(3,4-dihydro-2H-pyranyl) compound with (2) a 3,9-dialkenylspirobi(meta-dioxane), at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 15
Dependent Claim
34 words
A polymeric composition which consists essentially of the reaction product formed by polymerizing (1) a di-(3,4-dihydro-2H-pyranyl) compound with (2) a 3,9-dialkenylspirobi(meta-dioxane), at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 16
Dependent Claim
12 words
A polymeric composition as defined in claim 10 wherein (2) is 3,9-divinyl-spirobi(m-dioxane).
Claim 17
Dependent Claim
32 words
A polymeric composition which consists essentially of the reaction product formed by polymerization of (1) 3,4-dihydro-2H-pyran-2-methyl(3,4-didhydro-2H-pyran-2-carboxylate) and (2) 3,9-divinyl-spirobi(m-dioxane) at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
Claim 18
Dependent Claim
32 words
A polymeric composition which consists essentially of the reaction product formed by polymerization of (1) 3,4-dihydro-2H-pyran-2-methyl(3,4-didhydro-2H-pyran-2-carboxylate) and (2) 3,9-divinyl-spirobi(m-dioxane) at a mole ratio of (1):(2) of between about 0.2:1 and about 10:1.
References Cited (Backward Citations)
US3087918A
Cited
US3010918A
Cited
US3242151A
Cited
US3471430A
Cited
US3433773A
Cited
US3468857A
Cited
US3585156A
Cited
US3723398A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-07-07 | 1979-01-06 | 1979-07-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-07-07 | 1983-01-06 | 1983-07-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-07-07 | 1987-01-06 | 1987-07-08 | $7700.00 | Window Closed / Lapsed |