US3923748A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Mercaptan terminated polymers and method therefor
Assignee: Courtaulds Aerospace Inc
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Filing: 1974-07-22
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Granted: 1975-12-02
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Expires: 1994-07-22
Abstract
Abstract WHEREIN M, N, P, X, Y, Z, R, S, T, A, R, R'' and R'''' have the same significances as set forth above. The cured polysulfides made from the mercaptan terminated liquid polymers, said cured polysulfides having the following structure: IN WHICH EACH OF X, Y AND Z IS HYDROGEN, HYDROCARBON, ALKOXY, PHENOXY, OR HALOGENATED DERIVATIVES THEREOF; EACH OF R, S AND T IS HYDROGEN OR LOWER ALKYL; M IS AN INTEGER BETWEEN 1 AND 2; N IS AN INTEGER BETWEEN 1 AND 4; P IS AN INTEGER FROM 0 TO 3; THE SUM OF N AND P IS BETWEEN 2 AND 4; R'' is a divalent organic radical; R'''' is the backbone of a liquid polymer precursor; R is the grouping of the polymercapto organic compound R-(SH)m 1; and A is the fragment or grouping of an organic olefinic precursor compound having an active hydrogen: A method for producing mercaptan terminated liquid polymers which are curable to solid polysulfides wherein a liquid polymer having from two to four functional olefinic double bonds is reacted, in the presence of an alkaline initiator but substantially in the absence of molecular nitrogen, with an organic compound containing at least two mercaptan groups, or a liquid polymer having at least two terminal mercaptan groups, or hydrogen sulfide. There is also disclosed mercaptan terminated polymers having the following formula:
Inventors
- 👤 Jack W Hutt
- 👤 Hakam Singh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 10:31
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C08G18/834; C08G18/835; C08G75/00; C08G75/02; C08G75/04; C08G75/045
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
162 words
A METHOD OF PRODUCING MERCAPTAN TERMINATED LIQUID POLYMERS CURABLE TO SOLID POLYSULFIDES, SAID LIQUID POLYMERS HAVING FROM TWO TO FOUR TERMINAL MERCAPTAN GROUPS WHICH COMPRISES: FORMING A REACTION ADMIXTURE CONSISTING ESSENTIALLY OF (1) A LIQUID POLYMER REACTANT HAVING TWO TO FOUR TERMINAL REACTIVE OLEFINIC DOUBLE BONDS, (2) AN INITIATING EFFECTIVE AMOUNT OF ALKALINE INITIATOR HAVING A PKB VALUE OF 6.0 OR LESS AND NO ARYL GROUPS, AND (3) A SULFUR CONTAINING REACTANT SELECTED FROM THE GROUP CONSISTING OF AN ORGANIC COMPOUND HAVING FROM TWO TO THREE TERMINAL MERCAPTAN GROUPS, A LIQUID POLYMER HAVING FROM TWO TO THREE TERMINAL MERCAPTAN GROUPS, AND HYDROGEN SULFIDE, THE RATIO OF SULFUR CONTAINING REACTANT TO LIQUID POLYMER REACTANT BEING ABOUT 1 MOLE OF SULFUR CONTAINING COMPOUND FOR EACH OLEFIN EQUIVALENT OF LIQUID POLYMER; HEATING AT A TEMPERATURE BETWEEN ROOM TEMPERATURE AND THE BOILING POINT OF THE REACTANTS SUBSTANTIALLY IN THE ABSENCE OF NITROGEN UNTIL REACTION IS COMPLETE AS INDICATED BY THE DISAPPERANCE OF THE OLEFINIC DOUBLE BONDS.
Claim 2
Independent Claim
162 words
A METHOD OF PRODUCING MERCAPTAN TERMINATED LIQUID POLYMERS CURABLE TO SOLID POLYSULFIDES, SAID LIQUID POLYMERS HAVING FROM TWO TO FOUR TERMINAL MERCAPTAN GROUPS WHICH COMPRISES: FORMING A REACTION ADMIXTURE CONSISTING ESSENTIALLY OF (1) A LIQUID POLYMER REACTANT HAVING TWO TO FOUR TERMINAL REACTIVE OLEFINIC DOUBLE BONDS, (2) AN INITIATING EFFECTIVE AMOUNT OF ALKALINE INITIATOR HAVING A PKB VALUE OF 6.0 OR LESS AND NO ARYL GROUPS, AND (3) A SULFUR CONTAINING REACTANT SELECTED FROM THE GROUP CONSISTING OF AN ORGANIC COMPOUND HAVING FROM TWO TO THREE TERMINAL MERCAPTAN GROUPS, A LIQUID POLYMER HAVING FROM TWO TO THREE TERMINAL MERCAPTAN GROUPS, AND HYDROGEN SULFIDE, THE RATIO OF SULFUR CONTAINING REACTANT TO LIQUID POLYMER REACTANT BEING ABOUT 1 MOLE OF SULFUR CONTAINING COMPOUND FOR EACH OLEFIN EQUIVALENT OF LIQUID POLYMER; HEATING AT A TEMPERATURE BETWEEN ROOM TEMPERATURE AND THE BOILING POINT OF THE REACTANTS SUBSTANTIALLY IN THE ABSENCE OF NITROGEN UNTIL REACTION IS COMPLETE AS INDICATED BY THE DISAPPERANCE OF THE OLEFINIC DOUBLE BONDS.
Claim 3
Dependent Claim
32 words
A method according to claim 1 wherein the reactive admixture contains a catalytic effective amount of a free radical initiating catalyst in an amount of from 0.1 to 1.0 % by weight.
Claim 4
Dependent Claim
15 words
A method according to claim 2 wherein the free radical initiating catalyst is a peroxide.
Claim 5
Dependent Claim
13 words
A method according to claim 3 wherein the peroxide is tertiary butyl perbenzoate.
Claim 6
Dependent Claim
24 words
A method according to claim 1 wherein the alkaline initiator is an organic amine in an amount of from 0.01 to 0.1% by weight.
Claim 7
Dependent Claim
32 words
A method according to claim 5 wherein the organic amine is selected from the group consisting of heterocyclic tertiary amine and lower alkyl substituted guanidine having at least one tertiary nitrogen atom.
Claim 8
Dependent Claim
19 words
A liquid polymer curable to a solid polysulfide and containing no reactive olefinic double bonds and having the formula:
Claim 9
Dependent Claim
19 words
A liquid polymer curable to a solid polysulfide and containing no reactive olefinic double bonds and having the formula:
Claim 10
Dependent Claim
46 words
A liquid polymer according to claim 7 wherein R is selected from the group consisting of alkylene having from two to twelve carbon atoms, aryl ether, alkylene ether having from 2 to 12 carbon atoms, alkylene ester having from 2 to 12 carbon atoms and aryl.
Claim 11
Dependent Claim
35 words
A liquid polymer according to claim 7 wherein A has the formula D-B wherein B is O, or N-(lower) aliphatic and D is lower alkylene ester, lower alkylene ether, lower alkylene and halogenated lower alkylene.
Claim 12
Dependent Claim
82 words
A method of producing solid, tack free, rubbery, elastomeric polymers which comprises: curing the liquid polymer of claim 7 by admixing therewith a member selected from the group consisting of an oxidizing agent in an amount of 3 to 20 parts by weight per 100 parts by weight of liquid polymer, a stoichiometric amount of epoxide, and a rubber vulcanizing agent; and allowing the mixture to stand until a solid cured polymer is formed having a Rex hardness of at least 10.
Claim 13
Dependent Claim
10 words
A solid, tack free, elastomeric polysulfide polymer having the formula:
Claim 14
Dependent Claim
10 words
A solid, tack free, elastomeric polysulfide polymer having the formula:
Claim 15
Dependent Claim
46 words
A solid polymer according to claim 11 wherein R is selected from the group consisting of alkylene having from 2 to 12 carbon atoms, aryl ether, alkylene ether having from 2 to 12 carbon atoms, alkylene ester having from 2 to 12 carbon atoms and aryl.
References Cited (Backward Citations)
US3662023A
Cited
US3625925A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-12-01 | 1979-06-02 | 1979-12-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-12-01 | 1983-06-02 | 1983-12-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-12-01 | 1987-06-02 | 1987-12-02 | $7700.00 | Window Closed / Lapsed |