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US4140724A Expired / Lapsed US ⏱️ 0.0 years remaining

Selective preparation of polyol monoethers of dicyclopentadiene

Assignee: Rohm and Haas Co
•
Filing: 1977-08-11
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Granted: 1979-02-20
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Expires: 1997-08-11
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Abstract

Abstract Disclosed herein is an improved process for preparing an addition product of the reaction of a polyhydric compound and dicyclopentadiene, using a molar ratio of polyhydric compound to dicyclopentadiene of from about 1:4 to about 2:1, in the presence of an acid catalyst wherein the product comprises a hydroxyhydrocarbyl dihydrodicyclopentadiene represented by the formula ##STR1## and wherein R is a divalent radical of 2 to 20 carbon atoms selected from the group consisting of saturated radicals, aromatic radicals and combinations thereof, the improvement comprising employing as the acid catalyst a crosslinked cation exchange resin having acid functionality.

Inventors

  • 👤 Kayson Nyi
  • 👤 Alan W. Kohr

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 17:28
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/12

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 104 words
In an improved process for selectively preparing a mono-ether addition product of the reaction of a anhydrous polyhydric compound having 2 to 20 carbon atoms and dicyclopentadiene, using a molar ratio of polyhydric compound to dicyclopentadiene of from about 1:4 to about 2:1 in the presence of an acid catalyst, wherein the product comprises a hydroxyhydrocarbyl dihydrodicyclopentadiene represented by the formula ##STR4## wherein R is a divalent radical of 2 to 20 carbon atoms selected from the group consisting of saturated radicals, unsaturated radicals, aromatic radicals and combinations thereof, the improvement wherein the acid catalyst comprises a crosslinked cation exchange resin having acid functionality.
Claim 2
Dependent Claim 104 words
In an improved process for selectively preparing a mono-ether addition product of the reaction of a anhydrous polyhydric compound having 2 to 20 carbon atoms and dicyclopentadiene, using a molar ratio of polyhydric compound to dicyclopentadiene of from about 1:4 to about 2:1 in the presence of an acid catalyst, wherein the product comprises a hydroxyhydrocarbyl dihydrodicyclopentadiene represented by the formula ##STR4## wherein R is a divalent radical of 2 to 20 carbon atoms selected from the group consisting of saturated radicals, unsaturated radicals, aromatic radicals and combinations thereof, the improvement wherein the acid catalyst comprises a crosslinked cation exchange resin having acid functionality.
Claim 3
Dependent Claim 34 words
The process of claim 1 wherein the resin is selected from the group consisting of sulfonic acid, phosphonic acid, phosphinic acid and carboxylic acid cation exchange resins having a pKa less than about 6.
Claim 4
Dependent Claim 22 words
The process of claim 2 wherein the resin is a sulfonic acid cation exchange resin having a pKa less than about 1.
Claim 5
Dependent Claim 61 words
The process of claim 3 wherein the resin comprises a sulfonated polymer wherein the polymer is polymerized from a monomer mixture comprising from about 100% to about 1% by weight, based on total amount of monomer, of polyvinyl aromatic monomer, and wherein the resin is characterized as having an ion exchange capacity of from about 0.5 meq/g to about 5.0 meq/g.
Claim 6
Dependent Claim 17 words
The process of claim 4 wherein the resin comprises a gel resin comprising a sulfonated gel polymer.
Claim 7
Dependent Claim 46 words
The process of claim 5 wherein the monomer mixture comprises from about 20% to 1% by weight, based on total amount of monomer, of polyvinyl aromatic monomer and from about 80% to about 99% by weight, based on total amount of monomer, of monovinyl aromatic monomer.
Claim 8
Dependent Claim 30 words
The process of claim 6 wherein the monomer mixture comprises from about 10% to 1% by weight of divinyl benzene and from about 90% to 99% by weight of styrene.
Claim 9
Dependent Claim 17 words
The process of claim 4 wherein the resin comprises a macroreticular resin comprising a sulfonated macroreticular polymer.
Claim 10
Dependent Claim 45 words
The process of claim 8 wherein the monomer mixture comprises from about 85% to 10% by weight, based on total amount of monomer, of polyvinyl aromatic monomer and from about 15% to 90% by weight, based on total amount of monomer, of monovinyl aromatic monomer.
Claim 11
Dependent Claim 18 words
The process of claim 9 wherein the polyvinyl aromatic monomer is divinylbenzene and the monovinyl monomer is styrene.
Claim 12
Dependent Claim 55 words
The process of claim 1 wherein the polyhydric compound is selected from the group consisting of dihydric and trihydric compounds wherein the hydroxy radicals of the polyhydric compound are bonded to a divalent radical of 2 to 20 carbon atoms selected from the group consisting of saturated radicals, unsaturated radicals, aromatic radicals and combinations thereof.
Claim 13
Dependent Claim 51 words
The process of claim 3 wherein the polyhydric compound is selected from the group consisting of dihydric compounds wherein the hydroxy radicals of the dihydric compound are bonded to a divalent radical of 2 to 8 carbon atoms selected from the group consisting of saturated radicals, aromatic radicals and combinations thereof.
Claim 14
Dependent Claim 51 words
The process of claim 4 wherein the polyhydric compound is selected from the group consisting of dihydric compounds wherein the hydroxy radicals of the dihydric compound are bonded to a divalent radical of 2 to 8 carbon atoms selected from the group consisting of saturated radicals, aromatic radicals and combinations thereof.
Claim 15
Dependent Claim 29 words
The process of claim 5 wherein the polyhydric compound is selected from the group consisting of 1,2- and 1,3-(C 2 -C 8 ) straight-chain and branched-chain saturated dihydric alcohols.
Claim 16
Dependent Claim 29 words
The process of claim 6 wherein the polyhydric compound is selected from the group consisting of 1,2- and 1,3-(C 2 -C 8 ) straight-chain and branched-chain dihydric saturated radicals.
Claim 17
Dependent Claim 34 words
The process of claim 7 wherein the polyhydric compound is selected from the group of (C 2 -C 5 ) dihydric alcohols consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propanediol, 1,3-butylene glycol, and neopentyl glycol.
Claim 18
Dependent Claim 29 words
The process of claim 8 wherein the polyhydric compound is selected from the group consisting of 1,2- and 1,3-(C 2 -C 8 ) straight-chain and branched-chain saturated dihydric alcohols.
Claim 19
Dependent Claim 29 words
The process of claim 9 wherein the polyhydric compound is selected from the group consisting of 1,2- and 1,3-(C 2 -C 8 ) straight-chain and branched-chain dihydric saturated radicals.
Claim 20
Dependent Claim 34 words
The process of claim 10 wherein the polyhydric compound is selected from the group of (C 2 -C 5 )dihydric alcohols consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propane diol, 1,3-butylene glycol, and neopentyl glycol.

References Cited (Backward Citations)

US2084390A Cited
US2162913A Cited
US2394582A Cited
US2480940A Cited
US2797247A Cited
US2798097A Cited
US3345419A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-02-19 1982-08-21 1983-02-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-02-19 1986-08-21 1987-02-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-02-19 1990-08-21 1991-02-20 $7700.00 Window Closed / Lapsed

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