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 Anti-fouling paint or 
bottom paint is a specialized coating applied to the hull of a ship or boat to slow the growth of subaquatic organisms
 that attach to the hull and can affect a vessel's performance and 
durability. Hull coatings may have other functions in addition to their antifouling properties, such as acting as a barrier against corrosion on metal hulls, or improving the flow of water past the hull of a fishing vessel
 or high-performance racing yacht.
Tributyltin (
TBT) is an umbrella term for a class of organotin compounds which contain the (C
4H
9)
3Sn group, with a prominent example being tributyltin oxide.
 For 40 years TBT was used as a biocide in anti-fouling paint, commonly known as bottom paint,
 which was applied to the hulls of ocean going vessles. Bottom paint 
improves ship performance and durability as it reduces the rate of biofouling,
 which is the growth of organisms on the ship's hull. Although such 
paints are effective, the TBT slowly leaches out into the marine 
environment where it is highly toxic to a wide range of organisms. TBT 
pollution is of serious concern as it has led to collapse of whole 
populations of organisms.
TBT compounds are organotin compounds, with 3 butyl groups covalently bonded to a tin(IV) centre.
 A general formula for these compounds is (
n-C
4H
9)
3Sn-X. The X group is typically an electronegative "leaving group" such as chloride or carboxylate..
 When introduced into a marine or aquatic environment, TBT adheres to 
bed sediments because of its high specific gravity and low solubility. 
However, the adsorption of TBT to sediments is reversible and depends on
 pH. Studies have shown that 95% of TBT can be released from the 
sediments back into the aquatic environment. This release makes it 
difficult to quantify the amount of TBT in an environment, since its 
concentration in the water is not representative of its availability.
 
 
Because TBT is the most effective anti-fouling agent discovered, it was frequently used in anti-fouling paint throughout the globe. It is also relatively inexpensive.
The antifouling properties of TBT compounds were discovered in the 
1950s in the Netherlands by van der Kerk and coworkers. The function of 
the biocide in the anti-fouling paint is to prevent the settling of organisms on the hull and to poison the organisms that do.
 Although an effective biocide, tributyltin was wrongly deemed safe environmentally. By the mid 1960s it became the most popular anti-fouling paint worldwide.
 TBT was mixed into paints to extend the life of antifouling coatings, 
and ships were able to continue operations for a longer time frame. The 
paints ensured fuel efficiency and delayed costly ship repairs. It is 
also an ingredient in some disinfectants, for example in combination with quaternary ammonium compounds.
TBT compounds are banned and are included in the Rotterdam Convention
 and have been banned by the International Convention on the Control of Harmful Anti-fouling Systems on Ships of the International Maritime Organization.
Bans on TBT on boats less than 25 metres long first started in the 
1980s. In 1990, the Marine Environment Protection Committee adopted 
Resolution MEPC 46(30), which recommended that the Government eliminate 
the use of TBT-containing antifouling paints on smaller vessels. This 
resolution was intended to be a temporary restriction until the International Maritime Organization
 could implement a complete ban of TBT anti-fouling agents for ships. 
Several countries followed with a ban of use, and in 1997 Japan banned 
the production of TBT-based anti-fouling paints.
The use of organotin compounds acting as biocide in anti-fouling paint
 was completely banned in 2008 by the International Convention on the 
Control of Harmful Anti-fouling Systems on Ships of the International 
Maritime Organization.
 It states that ships cannot bear organotin compounds
 on their hulls or external parts or surfaces unless there is a coating 
that forms a barrier so that organotin compounds cannot leach out. This 
measure helps reduce exposure by allowing recovery to occur. Despite the
 ban, TBT will most likely be present in the water column and sediment 
for up to twenty years because of its long half-life.
Violations of the ban on TBT
Even though banned by some international agencies, TBT anti-fouling paints are still being used in countries with poor regulation enforcement, such as countries in the Caribbean.
 TBT can remain in the ecosystem for up to 30 years.
Antifouling Convention prohibits the use of underwater antifouling paints containing TBT
On 17 September 2008 the International Convention on 
the Control of Harmful Antifouling Systems on Ships, 2001 has entered 
into force globally. This mandatory convention prohibits the use of 
antifouling paints containing TBT on ships.
All ships of 400 GT and above in international trade 
must have a TBT free antifouling coating on their hull or must have 
applied an approved sealer coat. Further details of the hull coating are
 listed in the supplement of the International AFS certificate or in the
 AFS declaration.
Ships under 400 GT need only an AFS declaration which 
can be issued by the ship owner himself based on information provided by
 the paint manufacturer.
Ban of underwater antifouling paints containing TBT applies in domestic trade, too
The use of underwater antifouling paints containing 
TBT on ships of 400 GT and above is also prohibited by European law. 
Other than the International Convention on the Control of Harmful 
Antifouling Systems on Ships the 
European regulation (EC) No 782/2003 is also applicable for ships engaged in national trade.