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For example, could Apple buy search engine advertisement using "redmi" as a keyword, so that users searching for "redmi" are directed to a website selling iPhones?

Could the search engine be held liable if they semantically associated "redmi" with cellphones and showed an iPhone ad to a user searching for "redmi"?

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Is it legal to use someone else's trademark as an advertisement keyword?

It depends on how exactly other's trademark is used in the advertisement. You did not specify the jurisdiction you have in mind, so I will focus on US legislation.

The Lanham Act, 15 U.S. §1114 at (1), sanctions the commercial use, reproduction, imitation, etc. of a registered trademark "[where] such use is likely to cause confusion, or to cause mistake, or to deceive [consumers]". Accordingly, see Rosetta Stone v. Google, 676 F.3d 144, 157, 159 (2012)

What matters is whether the defendant's actual practice is likely to produce confusion in the minds of consumers about the origin of the goods or services in question.

[...]

[T]rademark infringement creates a likelihood of confusion not only as to source, but also as to affiliation, connection or sponsorship.

(citations and internal quotation marks omitted).

Rosetta at 153 lists factors for assessing the inquiry of likelihood of confusion. Not all factors are relevant to a trademark infringement dispute, but only those which touch on the parties' role or capacity in the controversy. For instance, Apple would need to prove it used the competitor's trademark to identify that competitor's own goods (rather than to mislead consumers). This is known as nominative use. Other factors that would weigh in a dispute between competitors include the strength of the mark and the similarity of goods/services.

By contrast, controversies involving a search engine entail other different factors because usually a search engine is not a competitor of the trademark owner. In Rosetta the factors to decide on remand were the defendant's intent, actual confusion, and consumer sophistication. Intent is relevant for assessing whether infringement by the search engine was innocent, in which case the remedies would be limited to "an against the presentation of such advertising matter [...] in future transmissions". See 15 U.S. §1114(2)(B).

Could the search engine be held liable if they semantically associated "redmi" with cellphones and showed an iPhone ad to a user searching for "redmi"?

It might, as the previous paragraph implies. But Rosetta, albeit a lengthy opinion, only reviewed summary judgment and therefore gives no hint on the extent to which programs akin to Google's AdWords comply with trademark legislation.

The outline of evidence in Rosetta illustrates how fact-intensive this type of controversies can be.

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    I'm not sure you understood the question. I do not think the OP suggests displaying the trademark (XYZ), but use it as a keyword to trigger putting up a competing adv if a search was done for XYZ. Oct 17, 2020 at 22:57
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    @GeorgeWhite You're right. By narrowing to the "advertisement" element I overlooked the "search engine" issue. Oct 18, 2020 at 13:48
  • So, as long as the Apple website makes it clear it sells iPhones, not Redmi Notes, so that there is no likelihood of confusion, it's fine for Apple to purchase the "redmi" keyword? Oct 19, 2020 at 7:21
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    @DmitryGrigoryev Yes. That would pertain to nominative fair use. Incidentally, it appears that Rosetta did not take issue with Google's policy of 2004 that allowed the purchase of third-party trademarks as keywords (short of using those trademarks in the text of an advertisement), but with Google's change in 2009 that started allowing trademarks also in the text of advertisements. Oct 19, 2020 at 11:31
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You can use whatever keywords you like

you can not display a similar design or sell a product using somebodys Trademark

but using keywords hashtags etc the way you describe is absolutely fine

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