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US4190713A Expired / Lapsed US ⏱️ 0.0 years remaining

Pearl polymer containing hollow pearls

Assignee: Roehm GmbH Darmstadt
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Filing: 1978-05-15
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Granted: 1980-02-26
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Expires: 1998-05-15
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Abstract

Abstract What is disclosed is a pearl polymer product, a method of making the same, and the use thereof as a carrier for biologically active materials, said product being composed of hollow pearl particles having a diameter from 5 to 1000 microns and consisting of a cross-linked polymer which is a cross-linked homopolymer or copolymer comprising at least one member selected from the group consisting of acrylamide, methacrylamide, methylene-bis-acrylamide and methylene-bis-methacrylamide, said polymer containing at least 5 percent by weight of a monomer having at least two carbon-carbon double bonds which are activated by a neighboring phenyl group or carbonyl group, said polymer further being of a composition such that x+3y≧40, where x is the percent by weight in the polymer of acrylamide and methacrylamide and y is the percent by weight in the polymer of methylene-bis-acrylamide and methylene-bis-methacrylamide.

Inventors

  • 👤 Dieter Kraemer
  • 👤 Hermann Plainer
  • 👤 Waldemar Schleier

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 06:00
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/52; C08F220/54

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 114 words
A pearl polymer product composed of hollow pearl particles having a diameter from 5 to 1000 microns and consisting of a cross-linked polymer which is a cross-linked homopolymer or copolymer comprising at least one member selected from the group consisting of acrylamide, methacrylamide, methylene-bis-acrylamide and methylene-bis-methacrylamide, said polymer containing at least 5 percent by weight of a monomer having at least two carbon-carbon double bonds which are activated by a neighboring phenyl group or carbonyl group, said polymer further being of a composition such that x+3y≧40, where x is the percent by weight in the polymer of acrylamide and methacrylamide and y is the percent by weight in the polymer of methylene-bis-acrylamide and methylene-bis-methacrylamide.
Claim 2
Dependent Claim 114 words
A pearl polymer product composed of hollow pearl particles having a diameter from 5 to 1000 microns and consisting of a cross-linked polymer which is a cross-linked homopolymer or copolymer comprising at least one member selected from the group consisting of acrylamide, methacrylamide, methylene-bis-acrylamide and methylene-bis-methacrylamide, said polymer containing at least 5 percent by weight of a monomer having at least two carbon-carbon double bonds which are activated by a neighboring phenyl group or carbonyl group, said polymer further being of a composition such that x+3y≧40, where x is the percent by weight in the polymer of acrylamide and methacrylamide and y is the percent by weight in the polymer of methylene-bis-acrylamide and methylene-bis-methacrylamide.
Claim 3
Dependent Claim 28 words
A pearl polymer product as in claim 1 wherein said hollow pearl particles have a cavity therein which is at least 20 percent of the total particle volume.
Claim 4
Dependent Claim 40 words
A pearl polymer product as in claim 1 wherein said polymer is a copolymer additionally comprising a free radically-copolymerizable unsaturated comonomer having a group capable of reacting with a primary amino group or hydroxy group to form a covalent bond.
Claim 5
Dependent Claim 15 words
A pearl polymer product as in claim 3 wherein said comonomer has an oxirane group.
Claim 6
Dependent Claim 23 words
A pearl polymer product as in claim 4 wherein said comonomer is glycidyl acrylate, glycidyl methacrylate, vinyl glycidyl ether, or allyl glycidyl ether.
Claim 7
Dependent Claim 62 words
A pearl polymer product as in claim 1 wherein said polymer is a copolymer comprising 10 to 50 percent by weight of acrylamide or methacrylamide, 20 to 60 percent by weight of methylene-bis-acrylamide or methylene-bis-methacrylamide, and 10 to 70 percent by weight of a member selected from the group consisting of glycidyl acrylate, glycidyl methacrylate, vinyl glycidyl ether, and allyl glycidyl ether.
Claim 8
Dependent Claim 43 words
A pearl polymer product as in claim 1 wherein said polymer is a copolymer additionally comprising a free radically-copolymerizable monomer having a group by which said copolymer is covalently bonded to a primary amino group or a hydroxy group of a biologically-active substance.
Claim 9
Dependent Claim 188 words
The method of making a pearl polymer product as in claim 1 which comprises suspending droplets of a monomer solution in a non-polar organic liquid which is immiscible with, or has only limited miscibility with, said monomer solution and then polymerizing the monomer in the suspended droplets, said monomer solution comprising from 10 to 80 percent, by weight of said solution, of a monomer or monomers and a solvent in which said monomer or monomers are soluble and in which the polymer formed from said monomer or monomers is insoluble, said monomer or monomers including at least one member selected from the group consisting of acrylamide, methacrylamide, methylene-bis-acrylamide, and methylene-bis-methacrylamide and at least 5 percent, by weight of said monomer or monomers, of a monomer having at least two carbon-carbon double bonds activated by a neighboring phenyl group or carbonyl group, the composition of said monomer solution further being such that x+3y≧40 where x is the percent of acrylamide or of methacrylamide in the total weight of monomer or monomers and y is the percent of methylene-bis-acrylamide or of methylene-bis-methacrylamide in the total weight of monomer or monomers.
Claim 10
Dependent Claim 114 words
A method as in claim 8 wherein said droplets of monomer solution are suspended in said organic liquid in the presence of an emulsifier which is a statistical copolymer, a block copolymer, or a graft copolymer soluble in said organic liquid and comprising 60 to 98 mol percent of an acrylic acid ester or methacrylic acid ester of an alkanol having at least four carbon atoms or of a vinyl ester of a fatty acid having at least four carbon atoms, the balance being a polar water-soluble monomer, said polar monomer being in one block if the copolymer is a block copolymer or in the graft branches if the copolymer is a graft copolymer.
Claim 11
Dependent Claim 15 words
A method as in claim 8 wherein said non-polar organic liquid is a gasoline hydrocarbon.
Claim 12
Dependent Claim 15 words
A method as in claim 8 wherein said solvent in said monomer solution comprises formamide.
Claim 13
Dependent Claim 58 words
A method as in claim 9 wherein said emulsifier is a statistical copolymer consisting of 60 to 95 mol percent of an alkyl acrylate or methacrylate having 4 to 8 carbon atoms in the alkyl portion and from 40 to 5 mol percent of a tertiary amine salt or quaternary ammonium salt of an aminoalkyl acrylate or methacrylate.

References Cited (Backward Citations)

US3948866A Cited
US3886125A Cited
US3925267A Cited
US4070348A Cited
US3957741A Cited
US4046720A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-02-25 1983-08-27 1984-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-02-25 1987-08-27 1988-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-02-25 1991-08-27 1992-02-26 $7700.00 Window Closed / Lapsed

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