Dense star polymers and dendrimers

• US 4,568,737 A
• Filed: 08/17/1984
• Issued: 02/04/1986
• Est. Priority Date: 01/07/1983
• Status: Expired due to Term

• Current Assignee: Donald A. Tomalia
• Original Assignee: The Dow Chemical Company (Dow, Inc.)
• Inventors: Tomalia, Donald A., Dewald, James R.
• Primary Examiner(s): ANDERSON, HAROLD
• Application Number:
  US06/641,807
• Time in Patent Office: 536 Days
• Field of Search: 528/332, 528/363, 528/310, 528/328, 528/331, 528/425, 525/451, 560/155, 560/169, 560/171, 560/215, 564/153, 564/155, 564/468, 564/509
• US Class Current: 528/332
• CPC Class Codes: A61K 47/59 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
• CPC Class Codes: A61K 47/593 Polyesters, e.g. PLGA or polylactide-co-glycolide
• CPC Class Codes: A61K 47/595 Polyamides, e.g. nylon polyamino acids A61K47/62
• CPC Class Codes: B01D 17/047 with separation aids
• CPC Class Codes: C08G 69/44 Polyester-amides
• CPC Class Codes: C08G 69/48 Polymers modified by chemical after-treatment
• CPC Class Codes: C08G 73/028 Polyamidoamines
• CPC Class Codes: C08G 83/003 Dendrimers
• CPC Class Codes: C08L 101/005 Dendritic macromolecules
• CPC Class Codes: C09D 201/005 Dendritic macromolecules
• CPC Class Codes: C09D 7/43 Thickening agents
• CPC Class Codes: C10G 33/04 with chemical means
• CPC Class Codes: Y10S 424/16 Dendrimers and dendritic polymers

Abstract

Dense star polymers having terminal group densities greater than conventional star polymers exhibit greater and more uniform reactivity than their corresponding conventional star polymers. For example, a third generation, amine-terminated polyamidoamine dense star polymer prepared from ammonia, methyl acrylate and ethylenediamine has 1.24×10^-4 amine moieties per unit volume (cubic Angstrom units) in contrast to the 1.58×10^-6 amine moieties per unit volume contained by a conventional star polymer. Such dense star polymers are useful as demulsifiers for oil/water emulsions, wet strength agents in the manufacture of paper, and agents for modifying viscosity in aqueous formulations such as paints.

Claims

1. A dense star polymer having at least one core branch emanating from a core, each core branch having at least one terminal group provided that (1) the ratio of terminal groups to the branches emanating from the core is 2:

1 or greater, (2) the density of terminal groups in the dense star polymer is at least 1.5 times that of a conventional star polymer having similar core and monomeric moieties and a comparable molecular weight and number of core branches wherein each of such branches of the conventional star polymer bears only one terminal group, (3) a molecular volume that is equal to or less than 60 percent of the molecular volume of said conventional star polymer, and (4) the two-dimensional molecular diameter of the dense star polymer is in the range from about 12 to about 2000 Angstrom units.

2. The dense star polymer of claim 1 having (1) at least 2 core branches per core, (2) a terminal group density at least 5 times that of the corresponding conventional star polymer, (3) a molecular volume that is equal to or less than 50 percent of the volume of the conventional star polymer, and (4) the two-dimensional molecular diameter of the dense star polymer is in the range from about 25 to about 500 Angstrom units.

3. The polymer of claim 1 which is a dendrimer having a polyvalent core that is covalently bonded to at least 1 ordered dendritic branch which extends to two generations such that each dendritic branch has at least four terminal groups and a symmetrical structure.

4. The dense star polymer of claim 2 having at least 3 core branches per core.

5. The dense star polymer of claim 4 which is a polyether wherein the core is derived from a polyol and the core branches have ether linkages.

6. The dense star polymer of claim 2 which is a polyether wherein the core is derived from a polyol and the core branches have ether linkages.

7. A dendrimer having (1) a polyvalent core derived from ethylene glycol, or a polyalkylene polyol and (2) at least two ordered dendritic core branches which (a) are covalently bonded to the polyvalent core, (b) extend through at least two generations, and (c) have at least 3 terminal groups per core branch.