US4438259A
Expired / Lapsed
US
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(Vinylaryl)alkyl polysulfide polymers
Assignee: Dow Chemical Co
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Filing: 1982-09-29
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Granted: 1984-03-20
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Expires: 2002-09-29
Abstract
Abstract Di(vinylaryl)alkyl polysulfides and curable, low odor (vinylaryl)alkyl-terminated polysulfide copolymers having the general structure ##STR1## wherein n is an integer from about 2 to about 8, 1 and m are positive integers, each R is independently an organic polyradical with the radicals residing on carbon atoms, p is zero or a positive integer which is the difference between the number of radicals on R and 2, and each Z is independently chosen from the class consisting of (vinylaryl)alkyl and other noncrosslinking monoradicals, provided that a sufficient proportion of the Z groups are (vinylaryl)alkyl that the polymer, when cured, does not cold flow. Additionally, a method of preparing said polymers and useful adhesive, sealant and caulking compositions made therefrom are disclosed.
Inventors
- 👤 Victor E. Meyer
- 👤 Thomas E. Dergazarian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 23:16
CPC Classifications
C; C08; C08L; C08L81/00; C08L81/04; C07; C07C; C07C321/00; C08F; C08F12/00; C08F12/34; C08G; C08G75/00; C08G75/14; C08G75/16
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
121 words
A curable polysulfide polymer as represented by the general structure ##STR8## wherein each R is independently a polyvalent organic polyradical with each valence residing on a carbon atom; each Z is independently (vinylaryl)alkyl, inertly substituted (vinylaryl)alkyl or a noncrosslinking monoradical, provided that a sufficient proportion of Z contain a (vinylaryl)alkyl moiety to enable the polymer to cure to a material that does not cold flow; l and m are independently zero or a positive integer; n is a number from about 2 to about 8 provided that when m is zero and each Z is vinylbenzyl, then n is at least 3; and p is zero or a positive integer which is the difference between the valence of R and two.
Claim 2
Dependent Claim
121 words
A curable polysulfide polymer as represented by the general structure ##STR8## wherein each R is independently a polyvalent organic polyradical with each valence residing on a carbon atom; each Z is independently (vinylaryl)alkyl, inertly substituted (vinylaryl)alkyl or a noncrosslinking monoradical, provided that a sufficient proportion of Z contain a (vinylaryl)alkyl moiety to enable the polymer to cure to a material that does not cold flow; l and m are independently zero or a positive integer; n is a number from about 2 to about 8 provided that when m is zero and each Z is vinylbenzyl, then n is at least 3; and p is zero or a positive integer which is the difference between the valence of R and two.
Claim 3
Dependent Claim
25 words
A polymer as in claim 1 wherein m is zero, each Z is vinylbenzyl and n is a number from about 3 to about 8.
Claim 4
Dependent Claim
12 words
A polymer as in claim 1 wherein m is a positive integer.
Claim 5
Dependent Claim
11 words
A polymer as in claim 1 wherein each Z is (vinylaryl)alkyl.
Claim 6
Dependent Claim
11 words
A polymer as in claim 4 wherein each Z is vinylbenzyl.
Claim 7
Dependent Claim
13 words
A polymer as in claim 1 wherein each Z is vinylbenzyl or benzyl.
Claim 8
Dependent Claim
14 words
A polymer as in claim 1 wherein each R is independently an aliphatic diradical.
Claim 9
Dependent Claim
23 words
A polymer as in claim 1 wherein each R is independently an alkylene diradical, bis(4-chloromethyl)phenyl ether, bis-(4-chloroacetyl)phenyl ether, 2,5-di(chloromethyl)-1,4,-dioxane or diethylene glycol bis(chloroacetate).
Claim 10
Dependent Claim
56 words
A polymer as in claim 1 wherein each R is selected such that from about 90 to about 99.5 weight percent, based on the combined weight of all the R groups, of the R groups are organic diradicals and from about 10 to about 0.5 weight percent of the R groups have at least 3 valences.
Claim 11
Dependent Claim
15 words
A polymer as in claim 1 having a molecular weight from about 3,000 to 100,000.
Claim 12
Dependent Claim
15 words
A polymer as in claim 10 having a molecular weight from about 5,000 to 25,000.
Claim 13
Dependent Claim
26 words
A polymer as in claim 1 wherein from about 1 to about 100 percent, by number, of the R groups contain at least one hydroxy group.
Claim 14
Dependent Claim
77 words
A process for making polysulfide polymers, comprising reacting a mixture comprising an alkali or alkaline earth polysulfide, at least one unsubstituted or inertly substituted polyfunctional organic compound having a plurality of negatively charged functionalities attached to an aliphatic or alicyclic carbon atom, which functionalities will split off upon reacting with said alkali or alkaline earth polysulfide, and a (vinylaryl)alkyl compound having negatively charged functionality which will split off upon reacting with said alkali or alkaline earth polysulfide.
Claim 15
Dependent Claim
77 words
A process for making polysulfide polymers, comprising reacting a mixture comprising an alkali or alkaline earth polysulfide, at least one unsubstituted or inertly substituted polyfunctional organic compound having a plurality of negatively charged functionalities attached to an aliphatic or alicyclic carbon atom, which functionalities will split off upon reacting with said alkali or alkaline earth polysulfide, and a (vinylaryl)alkyl compound having negatively charged functionality which will split off upon reacting with said alkali or alkaline earth polysulfide.
Claim 16
Dependent Claim
60 words
A process as in claim 13 wherein the reaction mixture further comprises a monofunctional noncrosslinking organic compound having a negatively charged functionality which will split off upon reacting with said alkali or alkaline earth polysulfide, such that a sufficient proportion of the terminal groups of the polymer so made are (vinylaryl)alkyl that the polymer, when cured, does not cold flow.
Claim 17
Dependent Claim
25 words
A process as in claim 13 or 14 wherein the reaction is carried out at a temperature from about 25° C. to about 90° C.
Claim 18
Dependent Claim
17 words
A process as in claim 13 or 14 wherein the reaction is carried out in an emulsion.
Claim 19
Dependent Claim
10 words
A polymer as in claim 1 in a sealant composition.
Claim 20
Dependent Claim
12 words
A sealant composition as in claim 17 further comprising a coupling agent.
Claim 21
Dependent Claim
16 words
A sealant composition as in claim 18 wherein said coupling agent is an organosilane coupling agent.
Claim 22
Dependent Claim
10 words
A polymer as in claim 1 in a caulking composition.
Claim 23
Dependent Claim
10 words
A polymer as in claim 1 in an adhesive composition.
Claim 24
Dependent Claim
13 words
A cured resin formed by curing the polymers of claim 1 or 2.
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) | 1987-03-20 | 1987-09-19 | 1988-03-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-03-20 | 1991-09-19 | 1992-03-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-03-20 | 1995-09-19 | 1996-03-20 | $7700.00 | Window Closed / Lapsed |