import requests
if __name__ == '__main__':
logoFile = 'logo.png'
logo = open(logoFile, "rb")
files = []
files.append(tuple(("update[]", (logoFile, logo, 'image/png'))))
files.append(tuple(("update[]", (logoFile, logo, 'image/png'))))
files.append(tuple(("screen", (logoFile, logo, 'image/png'))))
files.append(tuple(("screen", (logoFile, logo, 'image/png'))))
session = requests.Session()
formData = {'name': ['1', '2']}
url = "https://site.ru/test.php"
r = requests.post(url, data=formData, files=files)
print(r.ok)
print(r.text)