Polyaspartic esters

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Polyaspartic ester chemistry was first introduced in the early 1990s making it a relatively new technology. [1] [2] [3] The patents were issued to Bayer in Germany and Miles Corporation in the United States. It utilizes the aza-Michael addition reaction. [4] [5] These products are then used in coatings, adhesives, sealants and elastomers. [6] Pure polyurea reacts extremely quickly making them almost unusable without plural component spray equipment. Polyaspartic technology utilizes a partially blocked amine to react more slowly with the isocyanates and thus produce a modified polyurea. The amine/diamine or even triamine functional coreactant for aliphatic polyisocyanate is typically reacted with a maleate. Polyaspartic esters (PAE) [7] initially found use in conventional solvent-borne two-component polyurethane coatings.

Contents

Chemistry

To manufacture a polyaspartic ester, an amine is reacted with dialkyl maleate by the aza-Michael reaction. [8] Diethyl maleate is the usual maleate used. This converts the primary amines to secondary amines and also introduces bulky groups to the molecule which causes steric hindrance, slowing the reaction down. As the resulting aspartic molecule is now much bigger, less of the isocyanate is needed on a weight for weight basis. The isocyanate is often the most expensive part of the system especially if an aliphatic isocyanate oligomer is used and so may result in an overall lower system cost per applied film thickness. Isocyanates are known pulmonary sensitizers and hence oligomeric forms are often used with polyaspartic technology as these are much less volatile.

Uses

Eventually, the advantages of using polyaspartic esters as the main component of the co-reactant for reaction with an aliphatic polyisocyanate in low to zero volatile organic compound (VOC) coatings were realized. [9] The rate of reaction of polyaspartic esters can be manipulated, thus extending the pot life and controlling the cure rate of aliphatic coatings. This allows formulators to create high solids coatings systems which are user-friendly with longer working times and still maintain a fast-cure. [10] Traditional aliphatic polyurea formulations required high-pressure, temperature-controlled plural component spray systems to be applied due to fast initial reaction rates. Aliphatic polyaspartics can be formulated with slower reaction rates to accommodate batch-mixing and application by roller-applied methods or spray-applied through conventional single components paint sprayers without the use of solvent. As with aliphatic polyurethane or acrylic coatings, polyaspartic coatings made with aliphatic isocyanates and derivatives are UV and light stable and have a low yellowing tendency. When coating concrete, polyaspartics can be installed in both clear and pigmented form. Additionally, broadcast media such as quartz and/or vinyl paint chips can be incorporating, as well as metallic pigments. [11]

Polymer science

Once the aspartic ester is formed, it is basically a sterically hindered diamine and thus in polymer science terms is a Chain extender rather than a chain terminator. Chain extenders (f = 2) and cross linkers (f ≥ 3) are low molecular weight amine terminated compounds that play an important role in polyurea compounds, coatings, elastomers and adhesives. However, the isocyanate component is often an oligomer that is trifunctional and so the crosslinking comes from that part of the cured polymer. [12]

Producers

Major producers of polyaspartic esters and polyaspartic coatings are: [13] [14]

See also

Related Research Articles

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References

  1. ↑ European Patent EP-A-0,403,921
  2. ↑ US Patent US 5,243,012
  3. ↑ "Polyaspartic Concrete Coating Facts". laticrete.com. Archived from the original on 2019-11-11. Retrieved 2019-11-11.
  4. ↑ US 5243012,Wicks, Douglas A.&Yeske, Philip E.,"Polyurea coating compositions having improved pot lives",published 1993-09-07, assigned to Miles Inc.
  5. ↑ EP 403921,Zwiener, Christian; Pedain, Josef& Kahl, Lotharet al.,"Process for the preparation of coatings",published 1990-12-27, assigned to Bayer AG
  6. ↑ Howarth, G. A (2003). "Polyurethanes, polyurethane dispersions and polyureas: Past, present and future". Surface Coatings International Part B: Coatings Transactions. 86 (2): 1110–1118. doi:10.1007/BF02699621.
  7. ↑ US Patent US 6,790,925 B2
  8. ↑ US Patent US 5,821,326
  9. ↑ US Patent US 2016/0024339 A1
  10. ↑ "Pflaumer introduces new amine-functional resin for polyaspartic, polyurea and polyurethane coatings". Coatings World. Retrieved 2019-11-11.
  11. ↑ "Polyaspartic Coating Technology definition". Bayer. Archived from the original on 2013-06-05. Retrieved 2012-08-23.
  12. ↑ Williams, C. T.; Wicks, D. A.; Jarrett, W. L. (2009-03-01). "Hydrogen bonding effects on aspartate ester reactions". Journal of Coatings Technology and Research. 6 (1): 37–45. doi:10.1007/s11998-008-9139-z. ISSN   1935-3804. Archived from the original on 2023-03-14. Retrieved 2023-03-14.
  13. ↑ "Global Polyaspartic Coatings Market: Is Polyaspartic Coating Better than Traditional Coating Solutions?" . Retrieved 6 January 2024.
  14. ↑ "Polyaspartic Coatings Market Size, Capacity, Demand & Supply 2023". 24 Chemical Research. Retrieved 7 January 2024.

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