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US3764589A Expired / Lapsed US ⏱️ 0.0 years remaining

Alpha-olefin interpolymers formed with unsaturated organo silanes

Assignee: DSM Copolymer Inc
•
Filing: 1971-06-17
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Granted: 1973-10-09
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Expires: 1991-06-17
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Abstract

Abstract The preparation of interpolymers of ethylene by interpolymerization of ethylene, an unsaturated organo silane and a monoolefin and with or without a polyene in the presence of a Ziegler type catalyst, particularly to produce uniquely modified polymers from the post-reaction between nucleophiles and the hydrolyzable groups that remain attached to the silicon atom in the interpolymer.

Inventors

  • 👤 William C Bond Jr
  • 👤 Harold J Wahlborg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 02:33
CPC Classifications
C; C08; C08L; C08L67/00; C08F; C08F210/00; C08F210/02; C08F8/00; C08L43/00; C08L43/04; C08L75/00; C08L75/04

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 20 words
An interpolymer as claimed in claim 1 which includes at least one monoolefin having from three to 20 carbon atoms.
Claim 2
Dependent Claim 11 words
An interpolymer as claimed in claim 1 which includes a polyene.
Claim 3
Dependent Claim 27 words
An interpolymer as claimed in claim 1 in which the olefinic monomers include ethylene, at least one monoolefin containing three to 20 carbon atoms, and a polyene.
Claim 4
Dependent Claim 33 words
An interpolymer as claimed in claim 1 in which the unsaturated organo silane is selected from the group consisting of the vinyl, allyl, crotyl, divinyl, diallyl, dicrotyl and styryl trihalo and dihalo silanes.
Claim 5
Dependent Claim 21 words
An interpolymer as claimed in claim 1 in which the unsaturated group of the unsaturated organo silane is a norbornenyl group.
Claim 6
Dependent Claim 13 words
An interpolymer as claimed in claim 1 in which the monoolefin is propylene.
Claim 7
Dependent Claim 24 words
An interpolymer as claimed in claim 1 in which the polyene is a polyunsaturated bridged ring hydrocarbon or a halogenated polyunsaturated bridged ring hydrocarbon.
Claim 8
Dependent Claim 14 words
An interpolymer as claimed in claim 8 in which the polyene is an alkylidene-norbornene.
Claim 9
Dependent Claim 13 words
An interpolymer as claimed in claim 9 in which the aliylidene-norbornene is 5-ethylidene-2-norbornene.
Claim 10
Dependent Claim 29 words
An interpolymer as claimed in claim 1 in which the hydrolyzable X groups attached to the silicon atoms in the product are replaced by OR groups of an alcohol.
Claim 11
Dependent Claim 27 words
An interpolymer as claimed in claim 1 in which the hydrolyzable X groups attached to the silicon atoms in the product are replaced by halogenated alkoxy groups.
Claim 12
Dependent Claim 32 words
An interpolymer as claimed in claim 1 in which the hydrolyzable X groups attached to the silicon atoms in the product are replaced by dye groups to produce a permanently colored interpolymer.
Claim 13
Dependent Claim 24 words
An interpolymer as claimed in claim 1 in which any residual hydrolyzable X groups remaining after the primary post-reaction are replaced by alkoxy groups.
Claim 14
Independent Claim 219 words
The method which comprises the interpolymerization in solvent solution in the presence of a Ziegler type catalyst of an ethylenically unsaturated organo silane having the general formula RnSiX4 n in which X is a highly hydrolyzable group other than an oxygen containing group, R is a group selected from the group consisting of hydrogen, alkyl, aryl, alkaryl, arylalkyl, cyclic or heterocyclic group in which at least one of the R groups contains an unsaturated carbon to carbon linkage, and olefinic monomers selected from the group consisting of (1) ethylene, (2) a monoolefin having from three to 20 carbon atoms and (3) a polyene, but in which at least ethylene is present as a monomer, and in which where both ethylene and the monoolefin are present the ethylene and monoolefin are present in the mole ratio of 20-95 moles ethylene to 80-5 moles monoolefin, and when the polyene is present the polyene is present in an amount within the range of 0.1 to 10 mole percent and the unsaturated organo silane is present in an amount within the range of 0.1 to 10 percent by weight, and then reacting the product to effect substitution of a nucleophilic group for at least one of the hydrolyzable X groups which remains attached to the silicon atoms in the interpolymer that is formed.
Claim 15
Dependent Claim 73 words
The method as claimed in claim 15 in which the monoolefin is propylene and in which the ethylene and propylene are reacted in the interpolymerization mixture in the ratio of 45-90 moles of ethylene to 55-10 moles of propylene, the polyene is present in an amount within the range of 0.1 to 3 moles and the unsaturated organosilane is present in an amount within the range of 1 to 5 percent by weight.
Claim 16
Dependent Claim 32 words
The method as claimed in claim 15 in which the unsaturated organosilane is selected from the group consisting of the vinyl, allyl, crotyl, divinyl, diallyl, dicrotyl and styryl trihalo and dihalo silanes.
Claim 17
Dependent Claim 20 words
The method as claimed in claim 15 in which the unsaturated group of the organosilane compound is a norbornenyl group.
Claim 18
Dependent Claim 17 words
The method as claimed in claim 15 in which the olefinic mOnomer comprises both ethylene and polyene.
Claim 19
Dependent Claim 19 words
The method as claimed in claim 15 in which the olefinic monomers comprise ethylene and at least one monoolefin.
Claim 20
Dependent Claim 35 words
The method as claimed in claim 15 in which the product is reacted with an alcohol to replace hydrolyzable X groups attached to silicon atoms in the interpolymer with organic OR groups of the alcohol.
Claim 21
Dependent Claim 25 words
The method as claimed in claim 21 in which the alcohol is an unsaturated alcohol which increases the amount of unsaturation in the formed interpolymer.
Claim 22
Dependent Claim 15 words
The method as claimed in claim 21 in which the alcohol is a halogenated alcohol.
Claim 23
Dependent Claim 40 words
The method as claimed in claim 15 in which the post-reaction comprises adding a secondary or tertiary alcohol to the solution following polymerization to kill the catalyst while still leaving hydrolyzable groups attached to the silicon atom in the interpolymer.
Claim 24
Dependent Claim 35 words
The method as claimed in claim 15 in which the interpolymer is reacted with a dyestuff having free amino or hydroxyl groups to substitute the dye group for hydrolyzable groups attached to the silicon atoms.
Claim 25
Dependent Claim 43 words
The method as claimed in claim 15 which includes the step of killing the catalyst without removal of hydrolyzable groups attached to the silicon atom of the formed interpolymer before reacting the interpolymer for replacement of hydrolyzable groups attached to the silicon atom.
Claim 26
Dependent Claim 42 words
The method as claimed in claim 15 which includes the step of further reacting the reaction product with a primary alcohol to hydrolyze off any hydrolyzable X groups that remain attached to the silicon atoms of the interpolymer after the first post-reaction.

References Cited (Backward Citations)

US3198766A Cited
US3177166A Cited
GB1001838A Cited
US3375236A Cited
US3644306A Cited
US3444134A Cited
US3577399A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1976-10-08 1977-04-09 1977-10-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1980-10-08 1981-04-09 1981-10-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1984-10-08 1985-04-09 1985-10-09 $7700.00 Window Closed / Lapsed

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