# Copyright (c) 2006, Mathieu Fenniak # Copyright (c) 2007, Ashish Kulkarni # # All rights reserved. # # Redistribution and use in source and binary forms, with or without # modification, are permitted provided that the following conditions are # met: # # * Redistributions of source code must retain the above copyright notice, # this list of conditions and the following disclaimer. # * Redistributions in binary form must reproduce the above copyright notice, # this list of conditions and the following disclaimer in the documentation # and/or other materials provided with the distribution. # * The name of the author may not be used to endorse or promote products # derived from this software without specific prior written permission. # # THIS SOFTWARE IS PROVIDED BY THE COPYRIGHT HOLDERS AND CONTRIBUTORS "AS IS" # AND ANY EXPRESS OR IMPLIED WARRANTIES, INCLUDING, BUT NOT LIMITED TO, THE # IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR PURPOSE # ARE DISCLAIMED. IN NO EVENT SHALL THE COPYRIGHT OWNER OR CONTRIBUTORS BE # LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL, SPECIAL, EXEMPLARY, OR # CONSEQUENTIAL DAMAGES (INCLUDING, BUT NOT LIMITED TO, PROCUREMENT OF # SUBSTITUTE GOODS OR SERVICES; LOSS OF USE, DATA, OR PROFITS; OR BUSINESS # INTERRUPTION) HOWEVER CAUSED AND ON ANY THEORY OF LIABILITY, WHETHER IN # CONTRACT, STRICT LIABILITY, OR TORT (INCLUDING NEGLIGENCE OR OTHERWISE) # ARISING IN ANY WAY OUT OF THE USE OF THIS SOFTWARE, EVEN IF ADVISED OF THE # POSSIBILITY OF SUCH DAMAGE. """Anything related to encryption / decryption.""" import struct from hashlib import md5 from typing import Tuple, Union from ._utils import b_, ord_, str_ from .generic import ByteStringObject try: from typing import Literal # type: ignore[attr-defined] except ImportError: # PEP 586 introduced typing.Literal with Python 3.8 # For older Python versions, the backport typing_extensions is necessary: from typing_extensions import Literal # type: ignore[misc] # ref: pdf1.8 spec section 3.5.2 algorithm 3.2 _encryption_padding = ( b"\x28\xbf\x4e\x5e\x4e\x75\x8a\x41\x64\x00\x4e\x56" b"\xff\xfa\x01\x08\x2e\x2e\x00\xb6\xd0\x68\x3e\x80\x2f\x0c" b"\xa9\xfe\x64\x53\x69\x7a" ) def _alg32( password: str, rev: Literal[2, 3, 4], keylen: int, owner_entry: ByteStringObject, p_entry: int, id1_entry: ByteStringObject, metadata_encrypt: bool = True, ) -> bytes: """ Implementation of algorithm 3.2 of the PDF standard security handler. See section 3.5.2 of the PDF 1.6 reference. """ # 1. Pad or truncate the password string to exactly 32 bytes. If the # password string is more than 32 bytes long, use only its first 32 bytes; # if it is less than 32 bytes long, pad it by appending the required number # of additional bytes from the beginning of the padding string # (_encryption_padding). password_bytes = b_((str_(password) + str_(_encryption_padding))[:32]) # 2. Initialize the MD5 hash function and pass the result of step 1 as # input to this function. m = md5(password_bytes) # 3. Pass the value of the encryption dictionary's /O entry to the MD5 hash # function. m.update(owner_entry.original_bytes) # 4. Treat the value of the /P entry as an unsigned 4-byte integer and pass # these bytes to the MD5 hash function, low-order byte first. p_entry_bytes = struct.pack("= 3 and not metadata_encrypt: m.update(b"\xff\xff\xff\xff") # 7. Finish the hash. md5_hash = m.digest() # 8. (Revision 3 or greater) Do the following 50 times: Take the output # from the previous MD5 hash and pass the first n bytes of the output as # input into a new MD5 hash, where n is the number of bytes of the # encryption key as defined by the value of the encryption dictionary's # /Length entry. if rev >= 3: for _ in range(50): md5_hash = md5(md5_hash[:keylen]).digest() # 9. Set the encryption key to the first n bytes of the output from the # final MD5 hash, where n is always 5 for revision 2 but, for revision 3 or # greater, depends on the value of the encryption dictionary's /Length # entry. return md5_hash[:keylen] def _alg33( owner_password: str, user_password: str, rev: Literal[2, 3, 4], keylen: int ) -> bytes: """ Implementation of algorithm 3.3 of the PDF standard security handler, section 3.5.2 of the PDF 1.6 reference. """ # steps 1 - 4 key = _alg33_1(owner_password, rev, keylen) # 5. Pad or truncate the user password string as described in step 1 of # algorithm 3.2. user_password_bytes = b_((user_password + str_(_encryption_padding))[:32]) # 6. Encrypt the result of step 5, using an RC4 encryption function with # the encryption key obtained in step 4. val = RC4_encrypt(key, user_password_bytes) # 7. (Revision 3 or greater) Do the following 19 times: Take the output # from the previous invocation of the RC4 function and pass it as input to # a new invocation of the function; use an encryption key generated by # taking each byte of the encryption key obtained in step 4 and performing # an XOR operation between that byte and the single-byte value of the # iteration counter (from 1 to 19). if rev >= 3: for i in range(1, 20): new_key = "" for key_char in key: new_key += chr(ord_(key_char) ^ i) val = RC4_encrypt(new_key, val) # 8. Store the output from the final invocation of the RC4 as the value of # the /O entry in the encryption dictionary. return val def _alg33_1(password: str, rev: Literal[2, 3, 4], keylen: int) -> bytes: """Steps 1-4 of algorithm 3.3""" # 1. Pad or truncate the owner password string as described in step 1 of # algorithm 3.2. If there is no owner password, use the user password # instead. password_bytes = b_((password + str_(_encryption_padding))[:32]) # 2. Initialize the MD5 hash function and pass the result of step 1 as # input to this function. m = md5(password_bytes) # 3. (Revision 3 or greater) Do the following 50 times: Take the output # from the previous MD5 hash and pass it as input into a new MD5 hash. md5_hash = m.digest() if rev >= 3: for _ in range(50): md5_hash = md5(md5_hash).digest() # 4. Create an RC4 encryption key using the first n bytes of the output # from the final MD5 hash, where n is always 5 for revision 2 but, for # revision 3 or greater, depends on the value of the encryption # dictionary's /Length entry. key = md5_hash[:keylen] return key def _alg34( password: str, owner_entry: ByteStringObject, p_entry: int, id1_entry: ByteStringObject, ) -> Tuple[bytes, bytes]: """ Implementation of algorithm 3.4 of the PDF standard security handler. See section 3.5.2 of the PDF 1.6 reference. """ # 1. Create an encryption key based on the user password string, as # described in algorithm 3.2. rev: Literal[2] = 2 keylen = 5 key = _alg32(password, rev, keylen, owner_entry, p_entry, id1_entry) # 2. Encrypt the 32-byte padding string shown in step 1 of algorithm 3.2, # using an RC4 encryption function with the encryption key from the # preceding step. U = RC4_encrypt(key, _encryption_padding) # 3. Store the result of step 2 as the value of the /U entry in the # encryption dictionary. return U, key def _alg35( password: str, rev: Literal[2, 3, 4], keylen: int, owner_entry: ByteStringObject, p_entry: int, id1_entry: ByteStringObject, metadata_encrypt: bool, ) -> Tuple[bytes, bytes]: """ Implementation of algorithm 3.4 of the PDF standard security handler. See section 3.5.2 of the PDF 1.6 reference. """ # 1. Create an encryption key based on the user password string, as # described in Algorithm 3.2. key = _alg32(password, rev, keylen, owner_entry, p_entry, id1_entry) # 2. Initialize the MD5 hash function and pass the 32-byte padding string # shown in step 1 of Algorithm 3.2 as input to this function. m = md5() m.update(_encryption_padding) # 3. Pass the first element of the file's file identifier array (the value # of the ID entry in the document's trailer dictionary; see Table 3.13 on # page 73) to the hash function and finish the hash. (See implementation # note 25 in Appendix H.) m.update(id1_entry.original_bytes) md5_hash = m.digest() # 4. Encrypt the 16-byte result of the hash, using an RC4 encryption # function with the encryption key from step 1. val = RC4_encrypt(key, md5_hash) # 5. Do the following 19 times: Take the output from the previous # invocation of the RC4 function and pass it as input to a new invocation # of the function; use an encryption key generated by taking each byte of # the original encryption key (obtained in step 2) and performing an XOR # operation between that byte and the single-byte value of the iteration # counter (from 1 to 19). for i in range(1, 20): new_key = b"" for k in key: new_key += b_(chr(ord_(k) ^ i)) val = RC4_encrypt(new_key, val) # 6. Append 16 bytes of arbitrary padding to the output from the final # invocation of the RC4 function and store the 32-byte result as the value # of the U entry in the encryption dictionary. # (implementer note: I don't know what "arbitrary padding" is supposed to # mean, so I have used null bytes. This seems to match a few other # people's implementations) return val + (b"\x00" * 16), key def RC4_encrypt(key: Union[str, bytes], plaintext: bytes) -> bytes: # TODO S = list(range(256)) j = 0 for i in range(256): j = (j + S[i] + ord_(key[i % len(key)])) % 256 S[i], S[j] = S[j], S[i] i, j = 0, 0 retval = [] for plaintext_char in plaintext: i = (i + 1) % 256 j = (j + S[i]) % 256 S[i], S[j] = S[j], S[i] t = S[(S[i] + S[j]) % 256] retval.append(b_(chr(ord_(plaintext_char) ^ t))) return b"".join(retval)