Composites formed from an absorptive filler and a polyurethane

• US 9,932,457 B2
• Filed: 04/12/2013
• Issued: 04/03/2018
• Est. Priority Date: 04/12/2013
• Status: Active Grant

• Current Assignee: EM Resources LLC
• Original Assignee: Boral Ip Holdings (Australia) Pty Limited (Seven Group Holdings Limited)
• Inventors: Hill, Russell L., Crocco, Guy, Majors, Russ K.
• Primary Examiner(s): Leonard, Michael L
• Application Number:
  US14/355,559
• Publication Number:
  US 20150267029A1
• Time in Patent Office: 1,817 Days
• CPC Class Codes: C08G 18/163 covered by C08G18/18 and C08G18/22
• CPC Class Codes: C08G 18/1808 having alkylene polyamine groups
• CPC Class Codes: C08G 18/24 of tin
• CPC Class Codes: C08G 18/3275 containing two hydroxy groups
• CPC Class Codes: C08G 18/4018 Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
• CPC Class Codes: C08G 18/4027 Mixtures of compounds of group C08G18/54 with other macromolecular compounds
• CPC Class Codes: C08G 18/4208 containing aromatic groups
• CPC Class Codes: C08G 18/482 Mixtures of polyethers containing at least one polyether containing nitrogen
• CPC Class Codes: C08G 18/4829 Polyethers containing at least three hydroxy groups C08G18/4833 - C08G18/5096 take precedence
• CPC Class Codes: C08G 18/5021 having nitrogen
• CPC Class Codes: C08G 18/544 with nitrogen compounds
• CPC Class Codes: C08G 18/546 Oxyalkylated polycondensates of aldehydes
• CPC Class Codes: C08G 18/6622 with compounds of group C08G18/3271
• CPC Class Codes: C08G 18/7664 containing alkylene polyphenyl groups
• CPC Class Codes: C08G 18/7671 containing only one alkylene bisphenyl group
• CPC Class Codes: C08G 2101/00 Manufacture of cellular products
• CPC Class Codes: C08K 11/00 Use of ingredients of unknown constitution, e.g. undefined reaction products
• CPC Class Codes: C08K 3/013 Fillers, pigments or reinforcing additives
• CPC Class Codes: C08K 3/04 Carbon
• CPC Class Codes: C08K 5/17 Amines; Quaternary ammonium compounds
• CPC Class Codes: C08L 75/00 : Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 75/04 : Polyurethanes
• CPC Class Codes: C08L 75/08 : from polyethers
• CPC Class Codes: G06F 16/22 : Indexing; Data structures therefor; Storage structures
• CPC Class Codes: G06F 16/24554 : Unary operations; Data partitioning operations
• CPC Class Codes: G06F 16/50 : of still image data
• CPC Class Codes: G06F 16/532 : Query formulation, e.g. graphical querying
• CPC Class Codes: G06F 16/583 : using metadata automatically derived from the content
• CPC Class Codes: G06F 16/5838 : using colour
• CPC Class Codes: G06F 16/5854 : using shape and object relationship
• CPC Class Codes: G06F 16/5866 : using information manually generated, e.g. tags, keywords, comments, manually generated location and time information
• CPC Class Codes: G06F 16/7335 : Graphical querying, e.g. query-by-region, query-by-sketch, query-by-trajectory, GUIs for designating a person/face/object as a query predicate end-user interface involving hot spots associated with the video H04N21/4725; end-user interface for selecting a Region of Interest H04N21/4728
• CPC Class Codes: G06F 16/904 : Browsing; Visualisation therefor for navigating the web G06F16/954; browsing optimisation for the web G06F16/957
• CPC Class Codes: G06F 16/951 : Indexing; Web crawling techniques
• CPC Class Codes: G06F 16/9537 : Spatial or temporal dependent retrieval, e.g. spatiotemporal queries
• CPC Class Codes: G06F 18/25 : Fusion techniques
• CPC Class Codes: G06F 2218/08 : Feature extraction
• CPC Class Codes: G06F 3/017 : Gesture based interaction, e.g. based on a set of recognized hand gestures interaction based on gestures traced on a digitiser G06F3/04883
• CPC Class Codes: G06Q 20/10 : specially adapted for electronic funds transfer [EFT] systems; specially adapted for home banking systems
• CPC Class Codes: G06Q 30/0261 : based on user location
• CPC Class Codes: G06Q 30/0267 : Wireless devices
• CPC Class Codes: G06Q 30/0269 : based on user profile or attribute
• CPC Class Codes: G06Q 30/0601 : Electronic shopping [e-shopping]
• CPC Class Codes: G06Q 30/0613 : Third-party assisted
• CPC Class Codes: G06Q 30/0623 : Item investigation
• CPC Class Codes: G06Q 30/0625 : Directed, with specific intent or strategy
• CPC Class Codes: G06Q 30/0635 : Processing of requisition or of purchase orders
• CPC Class Codes: G06T 7/00 : Image analysis
• CPC Class Codes: G06V 20/10 : Terrestrial scenes scenes under surveillance with static cameras G06V20/52; scenes perceived from the exterior of a vehicle G06V20/56; scenes perceived from the interior of a vehicle G06V20/59
• CPC Class Codes: G06V 20/20 : in augmented reality scenes
• CPC Class Codes: G06V 20/46 : Extracting features or characteristics from the video content, e.g. video fingerprints, representative shots or key frames
• CPC Class Codes: G06V 20/80 : Recognising image objects characterised by unique random patterns
• CPC Class Codes: G06V 2201/07 : Target detection
• CPC Class Codes: G06V 40/16 : Human faces, e.g. facial parts, sketches or expressions
• CPC Class Codes: G06V 40/18 : Eye characteristics, e.g. of the iris
• CPC Class Codes: H04N 23/80 : Camera processing pipelines; Components thereof
• CPC Class Codes: H04N 5/44 : Receiver circuitry for the reception of television signals according to analogue transmission standards H04N5/14 takes precedence

Abstract

Composite materials and methods for their preparation are described herein. The composite materials can comprise a polyurethane and an absorptive filler. The polyurethane can be formed from the reaction of at least one isocyanate selected from the group consisting of diisocyanates, polyisocyanates, and combinations thereof, and one or more isocyanate-reactive monomers. The one or more isocyanate-reactive monomers can comprise at least one polyol and a first isocyanate-reactive monomer which includes one or more isocyanate-reactive functional groups and a moiety configured to associate with the absorptive filler.

Claims

1. A composite comprising:

an absorptive filler comprising fly ash having at least 0.1%, by weight of the fly ash, of an organic carbon, and

a polyurethane formed by a reaction of at least one isocyanate selected from the group consisting of diisocyanates, polyisocyanates, and combinations thereof, and one or more isocyanate-reactive monomers comprising a Mannich polyol, in the presence of an amine catalyst,

wherein the Mannich polyol is in an amount from 10% to 50% by weight, based on the total weight of the one or more isocyanate-reactive monomers, and associates with the absorptive filler through a nitrogen-containing moiety; and

wherein the composite has a tack-free time that varies less than 10% regardless of the fly ash used.

2. The composite of claim 1, wherein the absorptive filler is present in an amount from 40% to 90% by weight, based on the total weight of the composite.

3. The composite of claim 1, wherein the nitrogen-containing moiety comprises an amine.

4. The composite of claim 1, wherein the Mannich polyol comprises an alkanolamine.

5. The composite of claim 4, wherein the alkanolamine comprises a dialkanolamine which includes two hydroxy-substituted C1-C12 alkyl groups, or a trialkanolamine which includes three hydroxy-substituted C1-C12 alkyl groups.

6. The composite of claim 1, wherein the Mannich polyol comprises an alkoxylated polyamine derived from a polyamine and an alkylene oxide.

7. The composite of claim 1, wherein the Mannich polyol is derived from a substituted or unsubstituted phenol and an alkanolamine.

8. The composite of claim 7, wherein the Mannich polyol is further derived from an alkylene oxide.

9. The composite of claim 1, wherein the Mannich polyol is from 10% to 40% by weight of the one or more isocyanate-reactive monomers.

10. The composite of claim 1, wherein the one or more isocyanate-reactive monomers further comprises a highly reactive polyol, wherein at least 75% of the hydroxyl groups in the highly reactive polyol comprise primary hydroxyl groups.

11. The composite of claim 10, wherein the highly reactive polyol is from 10% to 40% by weight of the one or more isocyanate-reactive monomers.

12. The composite of claim 1, wherein the one or more isocyanate-reactive monomers further comprises a polyester polyol, a polyether polyol, or a combination thereof.

13. The composite of claim 12, wherein the polyester polyol comprises an aromatic polyester polyol.

15. The composite of claim 1, wherein the one or more isocyanate-reactive monomers comprise an alkylene-oxide capped Mannich polyol.

16. The composite of claim 1, wherein the amine catalyst is selected from 1,4-diazabicyclo[2.2.2]octane, triethylenediamine, and tetramethylbutanediamine.

18. The composite of claim 1, wherein the Mannich polyol is from 10% to 25% by weight of the one or more isocyanate-reactive monomers.

14. A method of preparing a composite material, comprising:

mixing (1) an absorptive filler comprising fly ash having at least 0.1%, by weight of the fly ash, of an organic carbon;

(2) at least one isocyanate selected from the group consisting of diisocyanates, polyisocyanates, and combinations thereof;

(3) one or more isocyanate-reactive monomers comprising a Mannich polyol; and

(4) an amine catalyst; and

allowing the at least one isocyanate and the one or more isocyanate-reactive monomers to react in the presence of the absorptive filler and the amine catalyst to form the composite material,

wherein the Mannich polyol is in an amount from 10% to 50% by weight, based on the total weight of the one or more isocyanate-reactive monomers, and associates with the absorptive filler through a nitrogen-containing moiety; and

wherein the composite material has a tack-free time that varies less than 10% regardless of the fly ash used.

17. A composite comprising:

40-90% by weight of the composite of fly ash, the fly ash comprising at least 0.1% by weight of the fly ash of an organic carbon, and

a polyurethane formed from a reaction of at least one isocyanate selected from the group consisting of diisocyanates, polyisocyanates, and combinations thereof, and one or more isocyanate-reactive monomers comprising a Mannich polyol and an aromatic polyester polyol, in the presence of an amine catalyst,

wherein the Mannich polyol is in an amount from 10% to 50% by weight, based on the total weight of the one or more isocyanate-reactive monomers, and associates with the fly ash through a nitrogen-containing moiety; and

wherein the composite has a tack-free time that varies less than 10% regardless of the fly ash used.

19. The composite of claim 17, wherein the Mannich polyol is from 10% to 25% by weight of the one or more isocyanate-reactive monomers.