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This is where most applications of NLP struggle, and not just chatbots. Any system or application that relies upon a machine’s ability to parse human speech is likely to struggle with the complexities inherent in elements of speech such as metaphors and similes. Despite these considerable limitations, chatbots are becoming increasingly sophisticated, responsive, and more “natural.”
In 1950, Alan Turing's famous article "Computing Machinery and Intelligence" was published,[7] which proposed what is now called the Turing test as a criterion of intelligence. This criterion depends on the ability of a computer program to impersonate a human in a real-time written conversation with a human judge, sufficiently well that the judge is unable to distinguish reliably—on the basis of the conversational content alone—between the program and a real human. The notoriety of Turing's proposed test stimulated great interest in Joseph Weizenbaum's program ELIZA, published in 1966, which seemed to be able to fool users into believing that they were conversing with a real human. However Weizenbaum himself did not claim that ELIZA was genuinely intelligent, and the introduction to his paper presented it more as a debunking exercise:
Jabberwacky learns new responses and context based on real-time user interactions, rather than being driven from a static database. Some more recent chatbots also combine real-time learning with evolutionary algorithms that optimise their ability to communicate based on each conversation held. Still, there is currently no general purpose conversational artificial intelligence, and some software developers focus on the practical aspect, information retrieval.
Pop-culture references to Skynet and a forthcoming “war against the machines” are perhaps a little too common in articles about AI (including this one and Larry’s post about Google’s RankBrain tech), but they do raise somewhat uncomfortable questions about the unexpected side of developing increasingly sophisticated AI constructs – including seemingly harmless chatbots.
In a particularly alarming example of unexpected consequences, the bots soon began to devise their own language – in a sense. After being online for a short time, researchers discovered that their bots had begun to deviate significantly from pre-programmed conversational pathways and were responding to users (and each other) in an increasingly strange way, ultimately creating their own language without any human input.

Since the steep rise of available hardware and software platforms lately, nowadays chatbots are available everywhere. Originally, they were very tight to computers, then exchangeable through tapes, discs and floppy discs, but since the Internet era they have been widespread. For example ancient chatbot Eliza is now also available on iPhone, while famous chatbot A.L.I.C.E. is available on Facebook.

If a text-sending algorithm can pass itself off as a human instead of a chatbot, its message would be more credible. Therefore, human-seeming chatbots with well-crafted online identities could start scattering fake news that seem plausible, for instance making false claims during a presidential election. With enough chatbots, it might be even possible to achieve artificial social proof.[58][59]
The main challenge is in teaching a chatbot to understand the language of your customers. In every business, customers express themselves differently and each group of a target audience speaks its own way. The language is influenced by advertising campaigns on the market, the political situation in the country, releases of new services and products from Google, Apple and Pepsi among others. The way people speak depends on their city, mood, weather and moon phase. An important role in the communication of the business with customers may have the release of the film Star Wars, for example. That’s why training a chatbot to understand correctly everything the user types requires a lot of efforts.
The idea was to permit Tay to “learn” about the nuances of human conversation by monitoring and interacting with real people online. Unfortunately, it didn’t take long for Tay to figure out that Twitter is a towering garbage-fire of awfulness, which resulted in the Twitter bot claiming that “Hitler did nothing wrong,” using a wide range of colorful expletives, and encouraging casual drug use. While some of Tay’s tweets were “original,” in that Tay composed them itself, many were actually the result of the bot’s “repeat back to me” function, meaning users could literally make the poor bot say whatever disgusting remarks they wanted. 
Social networking bots are sets of algorithms that take on the duties of repetitive sets of instructions in order to establish a service or connection among social networking users. Various designs of networking bots vary from chat bots, algorithms designed to converse with a human user, to social bots, algorithms designed to mimic human behaviors to converse with behavioral patterns similar to that of a human user. The history of social botting can be traced back to Alan Turing in the 1950s and his vision of designing sets of instructional code that passes the Turing test. From 1964 to 1966, ELIZA, a natural language processing computer program created by Joseph Weizenbaum, is an early indicator of artificial intelligence algorithms that inspired computer programmers to design tasked programs that can match behavior patterns to their sets of instruction. As a result, natural language processing has become an influencing factor to the development of artificial intelligence and social bots as innovative technological advancements are made alongside the progression of the mass spreading of information and thought on social media websites.
“Beware though, bots have the illusion of simplicity on the front end but there are many hurdles to overcome to create a great experience. So much work to be done. Analytics, flow optimization, keeping up with ever changing platforms that have no standard. For deeper integrations and real commerce like Assist powers, you have error checking, integrations to APIs, routing and escalation to live human support, understanding NLP, no back buttons, no home button, etc etc. We have to unlearn everything we learned the past 20 years to create an amazing experience in this new browser.” — Shane Mac, CEO of Assist