US4250322A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Oligourethanacrylates and methods for their manufacture
Assignee: Individual
•
Filing: 1979-08-10
•
Granted: 1981-02-10
•
Expires: 1999-08-10
Abstract
Abstract A method for preparing oligourethanacrylates having the general formula ##STR1## where ##STR2## is a radical of a telogen; X is H, CH 3 or a halide; R is a radical of glycol, bis-phenol, amino alcohol; R' is a radical of polyamine: R" is a radical of polyol; R" is R' if the telogen contains ##STR3## R''' is R" if telogen contains-N(Y)H group; Y is a substitute at the nitrogen atom in the telogen selected from the group consisting of a hydrogen atom and an aryl radical; n is the number characterizing the degree of polycondensation of the oligourethanacrylate equal to zero, unity, or a whole number greater than unity, consisting in carrying out a reaction of an non equilibrium polycondensation of chloroformiates of polyols with polyamines and telogens, which are chloroformates of monoesters of alkyleneglycols and acids of the acrylic series, chloroformates of monoesters of bis-phenols and acids of the acrylic series, monoaminoalkyl esters of acids of the series, N-substituted monoaminoalkyl esters of acids of acrylic series, in a medium of organic solvents or in a system water-organic solvent, in the presence of acceptors of hydrogen chloride which is liberated in the reaction.
Inventors
- 👤 Alexei V. Efimov
- 👤 Alfred A. Berlin
- 👤 Tamara Y. Kefeli
- 👤 Nina V. Varlamova
- 👤 Grigory M. Strongin
- 👤 Judif M. Altshuler
- 👤 Boris I. Kolomazov
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 23:44
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
13 words
An Oligourethanacrylate characterized by the formula: CH.sub.2 ═CH--COOCH.sub.2 CH.sub.2 NHCOO(CH.sub.2).sub.4 OOCNHCH.sub.2 CH.sub.2 OOC--CH═CH.sub.2.
Claim 2
Dependent Claim
13 words
An Oligourethanacrylate characterized by the formula: CH.sub.2 ═CH--COOCH.sub.2 CH.sub.2 NHCOO(CH.sub.2).sub.4 OOCNHCH.sub.2 CH.sub.2 OOC--CH═CH.sub.2.
Claim 3
Dependent Claim
7 words
An Oligourethanacrylate characterized by th formula: ##STR36##
Claim 4
Dependent Claim
7 words
An Oligourethanacrylate characterized by th formula: ##STR36##
Claim 5
Dependent Claim
16 words
An Oligourethanacrylate characterized by the formula: CH.sub.2 ═C(CH.sub.3)COOCH.sub.2 CH.sub.2 H(C.sub.6 H.sub.5)COO(CH.sub.2).sub.2 O(CH.sub.2).sub.2 OOCH(C.sub.6 H.sub.5)CH.sub.2 CH.sub.2 OOC--C(CH.sub.3)═CH.sub.2.
Claim 6
Dependent Claim
16 words
An Oligourethanacrylate characterized by the formula: CH.sub.2 ═C(CH.sub.3)COOCH.sub.2 CH.sub.2 H(C.sub.6 H.sub.5)COO(CH.sub.2).sub.2 O(CH.sub.2).sub.2 OOCH(C.sub.6 H.sub.5)CH.sub.2 CH.sub.2 OOC--C(CH.sub.3)═CH.sub.2.
Claim 7
Dependent Claim
7 words
An Oligourethanacrylate characterized by the formula: ##STR37##
Claim 8
Dependent Claim
7 words
An Oligourethanacrylate characterized by the formula: ##STR37##
Claim 9
Dependent Claim
7 words
An Oligourethanacrylate characterized by the formula: ##STR38##
Claim 10
Dependent Claim
7 words
An Oligourethanacrylate characterized by the formula: ##STR38##
Claim 11
Dependent Claim
7 words
An Oligourethanacrylate characterized by the formula: ##STR39##
Claim 12
Dependent Claim
7 words
An Oligourethanacrylate characterized by the formula: ##STR39##
Claim 13
Dependent Claim
16 words
An Oligourethanacrylate characterized by the formula: CH.sub.2 ═C(CH.sub.3)--COOCH.sub.2 CH.sub.2 OOCNH(CH.sub.2).sub.2 NHCOO(CH.sub.2).sub.2 O(CH.sub.2).sub.2 OOCNH(CH.sub.2).sub.2 --NHCOOCH.sub.2 CH.sub.2 -OOC--C(CH.sub.3)═CH.sub.2.
Claim 14
Dependent Claim
16 words
An Oligourethanacrylate characterized by the formula: CH.sub.2 ═C(CH.sub.3)--COOCH.sub.2 CH.sub.2 OOCNH(CH.sub.2).sub.2 NHCOO(CH.sub.2).sub.2 O(CH.sub.2).sub.2 OOCNH(CH.sub.2).sub.2 --NHCOOCH.sub.2 CH.sub.2 -OOC--C(CH.sub.3)═CH.sub.2.
Claim 15
Independent Claim
108 words
A method for preparing oligourethanacrylates comprising carry out the reaction of non-equilibrium polycondensation of chloroformates of polyols with polyamines and telogens selected from the group consisting of chloroformates of monesters of alkyleneglycols and acids of the acrylic series, chloroformates of monoesters of bis-phenols and acids of the acrylic series, monoaminoalkyl esters of acids of the acrylic series, N-substituted monoaminoalkyl esters of acids of the acrylic series, in a medium of organic solvents in the presence of acceptors of hydrogen chloride evolved in the course of the reaction, at temperatures within the range from minus 10° C. to the boiling point of the particular solvent used in the process.
Claim 16
Independent Claim
108 words
A method for preparing oligourethanacrylates comprising carry out the reaction of non-equilibrium polycondensation of chloroformates of polyols with polyamines and telogens selected from the group consisting of chloroformates of monesters of alkyleneglycols and acids of the acrylic series, chloroformates of monoesters of bis-phenols and acids of the acrylic series, monoaminoalkyl esters of acids of the acrylic series, N-substituted monoaminoalkyl esters of acids of the acrylic series, in a medium of organic solvents in the presence of acceptors of hydrogen chloride evolved in the course of the reaction, at temperatures within the range from minus 10° C. to the boiling point of the particular solvent used in the process.
Claim 17
Dependent Claim
32 words
A method according to claim 8, in which the reaction of the non-equilibrium polycondensation of the components is carried out in a system comprising water and an organic solvent at room temperature.
Claim 18
Dependent Claim
43 words
A method according to claim 8, in which compounds selected from the group consisting of chloroformates of propyleneglycol-1,3, butyleneglycol-1,4, pentamethyleneglycol-1,5, diethyleneglycol, hydroquinone, resorcinol, etriol, diphenylolpropane, and polyoxypropyleneglycol having a molecular weight of about 200, are used in the process the chloroformates of polyols.
Claim 19
Dependent Claim
29 words
A method according to claim 8, in which compounds selected from the group consisting of ethylenediamine, hexamethylenediamine, decamethylenediamine, n-phenylenediamine, 4,4'-diaminodiphenylmethane, 4,4'-diaminodiphenyloxide, 4,4'-diaminodiphenylsulphone, 3,3',4,4'-tetraaminodiphenylmethane and 3,3',4,4'-tetraaminodiphenyloxide are used as polyamines.
Claim 20
Dependent Claim
29 words
A method according to claim 8, in which compounds selected from the group consisting of chloroformate of monometacrylic ether of ethyleneglycol, 2-aminoethylmetacrylate, 2-aminoethylacrylate, 2-phenylaminoethylmetacrylate are used as the telogens.
Claim 21
Dependent Claim
67 words
A method according to claim 8, in which oligourethanacrylates with n being equal to or greater than unity are prepared by condensation of the telogen containing a chloroformate group, and an oligomeric compound, said oligomeric compound being prepared by condensation of polyamines with bis-chloroformates selected from the group consisting of bis-chloroformates of glycols and bis-chloroformates of bis-phenols, at a ratio of polyamine to bis-chloroformates equal to ##EQU3##
Claim 22
Dependent Claim
59 words
A method according to claim 8, in which oligourethanacrylates with n being equal to or greater than unity are prepared by the condensation of the telogen containing an amino group and an oligomeric compound having terminal chloroformate groups prepared by condensation of diamines with chloroformates of polyols, the ratio of diamine to chloroformate polyol being equal to ##EQU4## .
Claim 23
Dependent Claim
15 words
A method according to claim 8, in which the reactants are taken in stoichiometric ratio.
Claim 24
Dependent Claim
26 words
A method according to claim 8, wherein the solvents are compounds selected from the group consisting of lower chloroalkanes, nitroalkanes, benzene, homologues of benzene, and tetrahydrofurance.
Claim 25
Dependent Claim
52 words
A method according to claim 8, in which a tertiary amine selected from the group consisting of trimethylamine, triethylamine, tributylamine, pyridine, homogues of pyridine, N,N-dimethylamiline, N,N-diethylaniline, inorganic alkaline agents selected from the group consisting of oxides, hydroxides and carbonates of alkali and alkaline earth metals are used as acceptors of hydrogen chloride.
Claim 26
Dependent Claim
28 words
A method according to claim 9, wherein said polyamines are of polyamines with acids selected from the group consisting of HCL, HBr and H 2 SO 4 .
Claim 27
Dependent Claim
14 words
A method according to claim 9, wherein said polyamines are aqueous solutions of polyamines.
Claim 28
Dependent Claim
27 words
A method according to claim 8, in which the reaction is carried out at temperatures within a range of from minus 10° C. to plus 80° C.
References Cited (Backward Citations)
US2683735A
Cited
US2888440A
Cited
US3022334A
Cited
US3297745A
Cited
US3357932A
Cited
US3397184A
Cited
US3428614A
Cited
US3907751A
Cited
US3856830A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-02-10 | 1984-08-11 | 1985-02-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-02-10 | 1988-08-11 | 1989-02-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-02-10 | 1992-08-11 | 1993-02-10 | $7700.00 | Window Closed / Lapsed |