US4115346A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Hydroxy group containing diesters of acrylic acids and their use in dental material
Assignee: Kulzer GmbH
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Filing: 1976-06-22
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Granted: 1978-09-19
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Expires: 1996-06-22
Abstract
Abstract Polymerizable hydrox-group-containing diesters of acrylic acids for dental material are prepared by reacting 3-(3,4-epoxycyclohexyl)-8,9-epoxy-2,4-dioxaspiro(5,5) undecane or a bis-epoxide of formula (A) ##STR1## or a bis-epoxide of formula (B) ##STR2## with a hydroxyalkylacrylate or hydroxyalkylmethacrylate containing 2 to 10 carbon atoms in the alkyl portion, n being 0 or 1 in formula (A) with the proviso that when n in 0, X is --O-- and R 1 is --H; and when n is 1, X is selected from the group of alkylene with 1 to 10 carbon atoms, C 1-3 -alkyl substituted alkylene with 1 to 10 carbon atoms, --O--(CH 2 ) m --O-- where m is 1 to 10, --CH 2 --OCO--(CH 2 ) p --COO--CH 2 where p is 1 to 6, and --CH 2 --OCO--, and R 1 is --H or --CH 3 , and in formula (B) ##STR3## OR TRICYCLO-[5,2,1,0 2 ,6 ]-DECYLENE.
Inventors
- 👤 Albert Gross
- 👤 Roland Schaefer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 19:00
CPC Classifications
C; C08; C08F; C08F120/00; C08F120/02; C08F120/10; C08F120/26; C08F120/30; A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; A61K6/887; C08G; C08G59/00; C08G59/14; C08G59/1433; C08G59/1438; C08G59/1455; C08G59/1461; C08G59/1472; C08G59/18; C08G59/20; C08G59/22; C08G59/24; Y; Y10; Y10S; Y10S528/00; Y10S528/92
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
164 words
A monomeric binding agent in dental material, especially in dental filling material, comprising between 30 and 80% by weight of a finely divided filler and a diacrylate prepared by reacting 3-(3,4-epoxycyclohexyl)-8,9-epoxy-2,4-dioxaspiro (5,5) undecane or a bis-epoxide of formula (A) ##STR7## or a bis-epoxide of formula (B) ##STR8## with a hydroxyalkylacrylate or hydroxyalkylmethacrylate containing 2 to 10 carbon atoms in the alkyl portion, n being 0 to 1 in formula (A) with the proviso that if n is 0, X is -0- and R 1 is -H; and that if n is 1, X is selected from the group of alkylene with 1 to 10 carbon atoms, C 1-3 -alkyl substituted alkylene with 1 to 10 carbon atoms, -0-(CH 2 ) m -0-where m is 1 to 10, -CH 2 -OCO-(CH 2 ) p -COO-CH 2 where p is 1 to 6, and -CH 2 -OCO-, and R 1 is -H or -CH 3 , and in formula (B) ##STR9## or tricyclo-[5,2,1,0 2 ,6 ]-decylene.
Claim 2
Dependent Claim
164 words
A monomeric binding agent in dental material, especially in dental filling material, comprising between 30 and 80% by weight of a finely divided filler and a diacrylate prepared by reacting 3-(3,4-epoxycyclohexyl)-8,9-epoxy-2,4-dioxaspiro (5,5) undecane or a bis-epoxide of formula (A) ##STR7## or a bis-epoxide of formula (B) ##STR8## with a hydroxyalkylacrylate or hydroxyalkylmethacrylate containing 2 to 10 carbon atoms in the alkyl portion, n being 0 to 1 in formula (A) with the proviso that if n is 0, X is -0- and R 1 is -H; and that if n is 1, X is selected from the group of alkylene with 1 to 10 carbon atoms, C 1-3 -alkyl substituted alkylene with 1 to 10 carbon atoms, -0-(CH 2 ) m -0-where m is 1 to 10, -CH 2 -OCO-(CH 2 ) p -COO-CH 2 where p is 1 to 6, and -CH 2 -OCO-, and R 1 is -H or -CH 3 , and in formula (B) ##STR9## or tricyclo-[5,2,1,0 2 ,6 ]-decylene.
Claim 3
Dependent Claim
25 words
Binding agent of claim 1 wherein the dental material contains as filler amorphous silicic acid having a particle size of a maximum of 0.07 micrometers.
Claim 4
Dependent Claim
33 words
A monomeric binding agent according to claim 1 wherein said filler is selected from the group consisting of quartz, aluminum oxide and lithium aluminum silicate, wherein said filler has been treated with trimethoxy-(3-methacryloyloxypropyl)-silane.
Claim 5
Dependent Claim
15 words
A monomeric binding agent according to claim 1 containing as a filler an inorganic material.
Claim 6
Dependent Claim
20 words
A monomeric binding agent according to claim 1 containing aluminum oxide in an amount of up to 20% by weight.
Claim 7
Dependent Claim
14 words
A monomeric binding agent according to claim 1 prepared by the reaction of bis-(2,3-epoxy-cyclopentyl)-ether.
Claim 8
Dependent Claim
14 words
A monomeric binding agent according to claim 1 prepared by the reaction of 2,2-bis(3,4-epoxycyclohexyl)-propane.
Claim 9
Dependent Claim
15 words
A monomeric binding agent according to claim 1 prepared by the reaction of 1,2-bis-(3,4 -epoxycyclohexoxy)-ehane.
Claim 10
Dependent Claim
14 words
A monomeric binding agent according to claim 1 prepared by the reaction of bis-(3,4-epoxy-6-methyl-cyclohexylmethyl)-adipate.
Claim 11
Dependent Claim
14 words
A monomeric binding agent according to claim 1 prepared by the reaction of 2-hydroxyethyl-methacrylate.
Claim 12
Dependent Claim
14 words
A monomeric binding agent according to claim 1 prepared by the reaction of 2-hydroxypropyl-methacrylate.
Claim 13
Dependent Claim
18 words
A monomeric binding agent according to claim 1 prepared by the reaction of 3,4 -epoxycyclohexanecarboxylic acid-3',4'-epoxycyclohexylmethylester with 2-hydroxyethylmethacrylate.
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) | 1981-09-18 | 1982-03-20 | 1982-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-18 | 1986-03-20 | 1986-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-18 | 1990-03-20 | 1990-09-19 | $7700.00 | Window Closed / Lapsed |