1
Non-toxic coatings for biofouling prevention on structured materials PhD in Chemistry in Faculdade de Ciências, Universidade de Lisboa (CQB) under CATSUS Programme Olga Ferreira ([email protected]) Introduction The unwanted spontaneous colonization by aquatic organisms on surfaces in contact with water forms the so-called Biofouling, causing serious environmental/economic penalties and health risks on several applications (e.g. water circuits, desalination systems) [1,2]. This work aims to develop a new non- toxic solution able to control this phenomenon on surfaces by providing new functional active agents (e.g. biocidal agents) capable of being tethered in polymeric coatings, by following a new functionalization process [3]. ü FTIR and NMR analysis proved the functionalization effectiveness and preservation of the main biocide structure. ü Functionalization of the biocidal agents was confirmed. Bioactivity assessment for functionalized biocides Well Diffusion Method for Staphylococcus aureus Econea Econea-NCO Positive control Other tested biocides without activity DMSO Figure 2: Bioactivity of biocides against different microorganisms ü Similar Minimal Inhibitory Concentration (MIC) for Econea and Econea-NCO: 3,91 µg/mL for the Staphylococcus aureus and Enterococcus faecalis bacteria Proof-of-concept Figure 3: Polyurethane coatings with tethered biocide (3-6 wt. %) on acrylic substrates, after 8 months in an artificial sea water aquarium. Bioactivity assessment of coatings Patent WO2016/093719A1 Acknowledgements This work was supported by Fundação para a Ciência e a Tecnologia (FCT) through UID/MULTI/00612/2013. O. Ferreira and Dr. E. R. Silva thank the support from FCT, PhD Grant PD/BD/128370/2017 and Post-Doc fellowship SFRH/BPD/88135/2012, respectively. The authors also thank HEMPELA/S, Prof. Dr. J. Bordado and P. Rijo for work collaboration. References [1] M. Lejars, A. Margaillan, C. Bressy. Chemical Reviews. 2012, (112) 4347-4390. [2] E. R. Silva, O. Ferreira, J. C. Bordado. Journal of the Adhesion Society of Japan. 2015, (51) 239-240. [3] E. R. Silva, O. Ferreira, J. C. Bordado, Patent Application, WO2016/093719 A1, 2016. Dr. Elisabete R. Silva (Supervisor, FCUL; Invited Professor, IST) Prof. Dr. João Gomes (Co- Supervisor, ISEL/IST) PhD in Chemistry (CQB, FCUL) under CATSUS Programme Immobilization of the functionalized biocide 0 5 10 15 20 25 S.aureus E. faecalis Econea Econea-NCO DMSO DMSO Unreacted NH CH- aromatics Econea-NCO Econea-NCO Reference without biocide Well Diffusion Method for silicone coatings Staphylococcus aureus Econea (Positive control) Coating Econea Coating Econea-NCO Reference Coating Other coatings without activity ü Higher antimicrobial activity for coatings with tethered biocide, which is in accordance with the obtained antifouling behavior (proof-of-concept) Different supports coated with bioactive paints The original paint properties were not significantly affected. Biocidal polyurethane (A) and silicone (B) based coatings. B A B ü Commercial biocides were successfully immobilized in polymeric coatings and used to coat different structured substrates. ü Different supports coated with the biocide based paint films, evidenced uniform polymeric coating. Adhesion tests are on-going. ü This approach is presented as a promising non-toxic antifouling strategy. Conclusions ü Antifouling effect improvements were obtained for coatings containing tethered Econea (3 to 6 wt.%). CH- aromatics DMSO Functional group NH Econea OCN-R-N-C=O H Figure 1: FTIR and NMR spectra of biocidal agent and it’s functionalized counterpart

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Page 1: Non-toxic coatings for biofouling prevention on structured ...phdopendays.tecnico.ulisboa.pt/files/sites/98/phd-open-days-2018_ol… · Prof. Dr. JoãoGomes (Co-Supervisor, ISEL/IST)

Non-toxic coatings for biofouling prevention on structured materialsPhD in Chemistry in Faculdade de Ciências, Universidade de Lisboa (CQB)

under CATSUS Programme

Olga Ferreira ([email protected])

IntroductionThe unwanted spontaneous colonization by aquatic organisms on surfaces incontact with water forms the so-called Biofouling, causing seriousenvironmental/economic penalties and health risks on several applications (e.g.water circuits, desalination systems) [1,2]. This work aims to develop a new non-toxic solution able to control this phenomenon on surfaces by providing newfunctional active agents (e.g. biocidal agents) capable of being tethered in polymericcoatings, by following a new functionalization process [3].

ü FTIR and NMR analysis proved the functionalization effectiveness and

preservation of the main biocide structure.

ü Functionalization of the biocidal agents was confirmed.

Bioactivity assessment for functionalized biocides

Well Diffusion Method for

Staphylococcus aureus

Econea Econea-NCO

Positive control

Other testedbiocides without

activity

DMSO

Figure 2: Bioactivity of biocides against different microorganisms ü Similar Minimal Inhibitory Concentration (MIC) for Econea and Econea-NCO:

3,91 µg/mL for the Staphylococcus aureus and Enterococcus faecalis bacteria

Proof-of-concept

Figure 3: Polyurethane coatings with tethered biocide (3-6 wt. %) onacrylic substrates, after 8 months in an artificial sea water aquarium.

Bioactivity assessment of coatings

Patent WO2016/093719A1

AcknowledgementsThis work was supported by Fundação para a Ciência e a Tecnologia (FCT) throughUID/MULTI/00612/2013. O. Ferreira and Dr. E. R. Silva thank the support from FCT, PhD GrantPD/BD/128370/2017 and Post-Doc fellowship SFRH/BPD/88135/2012, respectively. The authors alsothank HEMPEL A/S, Prof. Dr. J. Bordado and P. Rijo for work collaboration.

References[1] M. Lejars, A. Margaillan, C. Bressy. Chemical Reviews. 2012, (112) 4347-4390.

[2] E. R. Silva, O. Ferreira, J. C. Bordado. Journal of the Adhesion Society of Japan. 2015, (51) 239-240.

[3] E. R. Silva, O. Ferreira, J. C. Bordado, Patent Application, WO2016/093719 A1, 2016.

Dr. Elisabete R. Silva (Supervisor, FCUL; Invited Professor, IST)

Prof. Dr. João Gomes (Co- Supervisor, ISEL/IST)

PhD in Chemistry (CQB, FCUL) under CATSUS Programme

Immobilization of the functionalized biocide

0

5

10

15

20

25

S.aureus E. faecalis

Econea Econea-NCO DMSO

DMSO

Unreacted NH

CH- aromaticsEconea-NCO

Econea-NCOReferencewithout biocide

Well Diffusion Method for silicone coatings

Staphylococcus aureus

Econea(Positive control)

CoatingEconea

CoatingEconea-NCO

ReferenceCoating

Othercoatingswithoutactivity

ü Higher antimicrobial activity for coatings with tethered biocide, which

is in accordance with the obtained antifouling behavior (proof-of-concept)

Different supports coated with bioactive paints

The original paint properties were not significantly affected.

Biocidal polyurethane (A) and silicone (B) based coatings.

BA B

ü Commercial biocides were successfully immobilized in polymeric coatingsand used to coat different structured substrates.

ü Different supports coated with the biocide based paint films, evidenceduniform polymeric coating. Adhesion tests are on-going.

ü This approach is presented as a promising non-toxic antifouling strategy.

Conclusions

ü Antifouling effect improvements were obtained for coatings containing tethered Econea (3 to 6 wt.%).

CH- aromatics

DMSO

Functional group

NH

Econea

OCN-R-N-C=O

H

Figure 1: FTIR and NMR spectra of biocidal agent and it’s functionalized counterpart