Polyacrylamide

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Polyacrylamide
Polyacrylamide.svg
Names
IUPAC name
poly(2-propenamide)
Other names
poly(2-propenamide), poly(1-carbamoylethylene)
Identifiers
  • 9003-05-8 checkY
ChemSpider
  • none
ECHA InfoCard 100.118.050 Edit this at Wikidata
UNII
Properties
(C3H5NO)n
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Polyacrylamide (abbreviated as PAM) is a polymer with the formula (-CH2CHCONH2-). It has a linear-chain structure. PAM is highly water-absorbent, forming a soft gel when hydrated. In 2008, an estimated 750,000,000 kg were produced, mainly for water treatment and the paper and mineral industries.[1]

Physicochemical properties[edit]

Polyacrylamide is a polyolefin. It can be viewed as polyethylene with amide substituents on alternating carbons. Unlike various nylons, polyacrylamide is not a polyamide because the amide groups are not in the polymer backbone. Owing to the presence of the amide (CONH2) groups, alternating carbon atoms in the backbone are stereogenic (colloquially: chiral). For this reason, polyacrylamide exists in atactic, syndiotactic, and isotactic forms, although this aspect is rarely discussed. The polymerization is initiated with radicals and is assumed to be stereorandom.[1]

Copolymers and modified polymers[edit]

Linear polyacrylamide is a water-soluble polymer. Other polar solvents include DMSO and various alcohols. Cross-linking can be introduced using N,N-methylenebisacrylamide. Some crosslinked materials are swellable but not soluble, i.e., they are hydrogels

Partial hydrolysis occurs at elevated temperatures in aqueous media, converting some amide substituents to carboxylates. This hydrolysis thus makes the polymer particularly hydrophilic. The polymer produced from N,N-dimethylacrylamide resists hydrolysis.

Copolymers of acrylamide include those derived from acrylic acid

Uses[edit]

In the 1970s and 1980s, the proportionately largest use of these polymers was in water treatment.[2] The next major application by weight is additives for pulp processing and papermaking. About 30% of polyacrylamide is used in the oil and mineral industries.[1]

Flocculation[edit]

One of the largest uses for polyacrylamide is to flocculate solids in a liquid. This process applies to water treatment, and processes like paper making and screen printing. Polyacrylamide can be supplied in a powder or liquid form, with the liquid form being subcategorized as solution and emulsion polymer.

Even though these products are often called 'polyacrylamide', many are actually copolymers of acrylamide and one or more other species, such as an acrylic acid or a salt thereof. These copolymers have modified wetting and swellability.

The ionic forms of polyacrylamide has found an important role in the potable water treatment industry. Trivalent metal salts, like ferric chloride and aluminum chloride, are bridged by the long polymer chains of polyacrylamide. This results in significant enhancement of the flocculation rate. This allows water treatment plants to greatly improve the removal of total organic content (TOC) from raw water.

Enhanced oil recovery[edit]

In oil and gas industry Polyacrylamide derivatives especially co-polymers of that have a substantial effect on unconventional production and hydraulic fracturing. Polyacrylamide and its derivatives is in subsurface applications such as Enhanced Oil Recovery. High viscosity aqueous solutions can be generated with low concentrations of polyacrylamide polymers, and these can be injected to improve the economics of conventional waterflooding.

Soil conditioning[edit]

The primary functions of polyacrylamide soil conditioners are to increase soil tilth, aeration, and porosity and reduce compaction, dustiness and water run-off. Secondary functions are to increase plant vigor, color, appearance, rooting depth and emergence of seeds while decreasing water requirements, diseases, erosion and maintenance expenses. FC 2712 is used for this purpose.

Niche[edit]

The polymer is also used to make Gro-Beast toys, which expand when placed in water, such as the Test Tube Aliens. Similarly, the absorbent properties of one of its copolymers can be utilized as an additive in body-powder.

It has been used in Botox as a subdermal filler for aesthetic facial surgery (see Aquamid).

It was also used in the synthesis of the first Boger fluid.

Molecular biology laboratories[edit]

Polyacrylamide is also often used in molecular biology applications as a medium for electrophoresis of proteins and nucleic acids in a technique known as PAGE.

Polyacrylamide was first used in a laboratory setting in the early 1950s. In 1959, the groups of Davis and Ornstein[3] and of Raymond and Weintraub[4] independently published on the use of polyacrylamide gel electrophoresis to separate charged molecules.[4] The technique is widely accepted today, and remains a common protocol in molecular biology labs.

Acrylamide has other uses in molecular biology laboratories, including the use of linear polyacrylamide (LPA) as a carrier, which aids in the precipitation of small amounts of DNA. Many laboratory supply companies sell LPA for this use.[5]

Environmental effects[edit]

Because of the volume of polyacrylamide produced, these materials have been heavily scrutinized with regards to environmental and health aspects.[6][7]

Polyacrylamide is of low toxicity but its precursor acrylamide is a neurotoxin and carcinogen.[1] Thus, concerns naturally center on the possibility that polyacrylamide is contaminated with acrylamide.[8][9] Considerable effort is made to scavenge traces of acrylamide from the polymer intended for use near food.[1]

Additionally, there are concerns that polyacrylamide may de-polymerise to form acrylamide. Under conditions typical for cooking, polyacrylamide does not polymerise significantly.[10]

The single claim that polyacrylamide reverts to acrylamide[11] has been widely challenged.[12][13][14]

See also[edit]

References[edit]

  1. ^ a b c d e Herth, Gregor; Schornick, Gunnar; l. Buchholz, Fredric (2015). "Polyacrylamides and Poly(Acrylic Acids)". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. pp. 1–16. doi:10.1002/14356007.a21_143.pub2.
  2. ^ "Polyacrylamide". Hazardous Substances Data Bank. United States National Library of Medicine. February 14, 2003. Consumption Patterns. CASRN: 9003-05-8. Retrieved November 30, 2013.
  3. ^ Davis and Ornstein Archived 2011-09-26 at the Wayback Machine. Pipeline.com. Retrieved on 2012-06-11.
  4. ^ a b Reynolds S, Weintraub L (18 September 1959). "Acrylamide Gel as a Supporting Medium for Zone Electrophoresis". Science. 130 (3377): 711. Bibcode:1959Sci...130..711R. doi:10.1126/science.130.3377.711. PMID 14436634. S2CID 7242716.
  5. ^ GenElute™-LPA from Sigma-Aldrich. biocompare.com
  6. ^ Environment Canada; Health Canada (August 2009). "Screening Assessment for the Challenge: 2-Propenamide (Acrylamide)". Environment and Climate Change Canada. Government of Canada.
  7. ^ Dotson, GS (April 2011). "NIOSH skin notation (SK) profile: acrylamide [CAS No. 79-06-1]" (PDF). DHHS (NIOSH) Publication No. 2011-139. National Institute for Occupational Safety and Health (NIOSH).
  8. ^ https://www.cdc.gov/niosh/docs/2011-139/pdfs/2011-139.pdf
  9. ^ Woodrow JE; Seiber JN; Miller GC. (Apr 23, 2008). "Acrylamide Release Resulting from Sunlight Irradiation of Aqueous Polyacrylamide/Iron Mixtures". Journal of Agricultural and Food Chemistry. 56 (8): 2773–2779. doi:10.1021/jf703677v. PMID 18351736.
  10. ^ Ahn JS; Castle L. (5 November 2003). "Tests for the Depolymerization of Polyacrylamides as a Potential Source of Acrylamide in Heated Foods". Journal of Agricultural and Food Chemistry. 51 (23): 6715–6718. doi:10.1021/jf0302308. PMID 14582965.
  11. ^ Smith EA; Prues SL; Oehme FW. (June 1997). "Environmental degradation of polyacrylamides. II. Effects of environmental (outdoor) exposure". Ecotoxicology and Environmental Safety. 37 (1): 76–91. doi:10.1006/eesa.1997.1527. PMID 9212339. Archived from the original on 2016-04-20. Retrieved 2007-11-02.
  12. ^ Kay-Shoemake JL; Watwood ME; Lentz RD; Sojka RE. (August 1998). "Polyacrylamide as an organic nitrogen source for soil microorganisms with potential effects on inorganic soil nitrogen in agricultural soil". Soil Biology and Biochemistry. 30 (8/9): 1045–1052. doi:10.1016/S0038-0717(97)00250-2.
  13. ^ Gao JP; Lin T; Wang W; Yu JG; Yuan SJ; Wang SM. (1999). "Accelerated chemical degradation of polyacrylamide". Macromolecular Symposia. 144: 179–185. doi:10.1002/masy.19991440116. ISSN 1022-1360.
  14. ^ Ver Vers LM. (December 1999). "Determination of acrylamide monomer in polyacrylamide degradation studies by high-performance liquid chromatography". Journal of Chromatographic Science. 37 (12): 486–494. doi:10.1093/chromsci/37.12.486. PMID 10615596.