Polyamide nanoparticles and uses thereof

Patent metadata

Field	Value
Publication number	US-2017009084-A1
Application number	US-201515113313-A
Country	US
Kind code	A1
Filing date	Jan 22, 2015
Priority date	Jan 23, 2014
Publication date	Jan 12, 2017
Grant date	—

Abstract

Nanoparticles of N-halamine-derivatized crosslinked polyamide. Process of preparing the polymeric nanoparticles per se and incorporated in or on a substrate. Uses of the polymeric nanoparticles and of substrates incorporating same, particularly for reducing a formation of organic based contaminants, e.g., load of a microorganism or of a biofilm.

First claim

1 .- 34 . (canceled)

35 . A composition-of-matter comprising a plurality of crosslinked polymeric backbones, wherein at least 80% of said plurality of crosslinked polymeric backbones are characterized by an average hydrodynamic diameter of less than 500 nm, said crosslinked polymeric backbones being represented by the general Formula I:
([A 1 ] x [A 2 ] y )B n
wherein:
(a) A 1 is a monomeric unit derived from a secondary diamide compound, said secondary diamide compound being represented by the general formula II:

such that
R 1 and R 3 are hydrogen or a methyl group; and
R 2 is C1-C4 alkyl group;
(b) A 2 is a monomeric unit being a primary amide selected from the group consisting of: acrylamide, alkylacrylamide, and any derivative thereof;
(c) each of said plurality of polymeric backbones is crosslinked by at least one A 1 ;
(d) B, in each instance, is a halogen atom independently selected from the group consisting of Cl, Br, and I;
(e) x and y are integers, independently, representing the total numbers of A1 and A2, respectively, in said plurality of crosslinked polymeric backbones, said x and said y having a value of at least 5; and
(f) n represents the total numbers of said B.

36 . The composition-of-matter of claim 35 , wherein said A 2 is methacrylamide.

37 . The composition-of-matter of claim 35 wherein said A 1 is selected from the group consisting of: N,N′-methylene bisacrylamide, N,N′-ethylene bisacrylamide, and any derivative thereof.

38 . The composition-of-matter of claim 37 , wherein said A 1 is N,N′-methylene bisacrylamide.

39 . The composition-of-matter of claim 35 , wherein said n has a value such that n/(x+y) multiplied by 100 is at least 0.1.

40 . The composition-of-matter of claim 35 , being in the form of a dry powder.

41 . The composition-of-matter of claim 35 , wherein said plurality of crosslinked polymeric backbones is characterized by an average hydrodynamic diameter of less than 50 nm with a size distribution of that varies within a range of less than 20%.

42 . The composition-of-matter of claim 35 , further comprising a substrate, wherein said plurality of crosslinked polymeric backbones is incorporated or coated in/on at least a portion of said substrate.

43 . The composition-of-matter of claim 42 , wherein said substrate is or forms a part of an article.

44 . The composition-of-matter of claim 42 , wherein said substrate comprises or is made of a polymer, wood, a metal, glass, carbon, a biopolymer and/or silicon.

45 . An article comprising the composition-of-matter of claim 35 .

46 . The article of claim 45 , being selected from the group consisting of a medical device, organic waste processing device, fluidic device, water system device, tubing, an agricultural device, a package, a sealing article, a fuel container and a construction element.

47 . A method of inhibiting or reducing a formation of load of organic-based contaminant on or within an article, the method comprising incorporating or coating the composition-of-matter of claim 35 on and/or within said article.

48 . The method of claim 47 , wherein said load of organic-based contaminant is a load of a microorganism, and/or a formation of a biofilm or biofouling in and/or on an article, said microorganism being selected from the group consisting of: viruses, fungi, parasites, yeast, bacteria, and protozoa.

49 . The method of claim 47 , further comprising one or more dehalogenating-rehalogenating cycles with halogen atoms selected from the group consisting of Cl, Br, and I.

50 . A process of preparing the composition-of-matter of claim 35 , the process comprising:
co-polymerizing a plurality of said monomeric units, A 1 and A 2 , said co-polymerizing comprising dispersing said monomers in a weight ratio of A 1 /A 2 that ranges from about 1/9 to about 6/4 in a surfactant-free aqueous phase comprising at least one water soluble initiator, to thereby obtain a plurality of crosslinked polymeric backbones characterized by an average hydrodynamic diameter of less than 500 nm with a size distribution of that varies within a range of less than 20%.

51 . The process of claim 50 , wherein said at least one water soluble initiator is selected from the group consisting of: AIBNCO 2 H, H 2 O 2 PPS (potassium persulfate) and AIBN (azobisisobutylonitrile).

52 . The process of claim 51 , wherein said surfactant-free aqueous phase further comprises one or more reducing agent selected from the group consisting of: a sulfite, a bisulfite, thiosulfate, formamidinesulfinic acid, and ascorbic acid.

53 . The process of claim 50 , further comprising a step of at least partially halogenating said polymeric material, by an addition of a halide source.

54 . The composition-of-matter of claim 35 , wherein said halogen atom, in one or more instances, is bound to the nitrogen belonging to said A 1 and/or to said A 2 .

Assignees

• Univ Bar Ilan

Inventors

• Margel Shlomo
• Banin Ehud
• Gutman Ori
• Natan Michal

Classifications

• C08F220/56 Primary

  Acrylamide; Methacrylamide · CPC title

• C09D5/1662 Primary

  Synthetic film-forming substance · CPC title

• C09D5/14

  Paints containing biocides, e.g. fungicides, insecticides or pesticides (C09D5/16 takes precedence) · CPC title

• C09D133/26

  Homopolymers or copolymers of acrylamide or methacrylamide · CPC title

• C08F2800/20

  as weight or mass percentages · CPC title