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pdfcraft/crates/sign/README.md
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56f85f76df M9: more signature validation algorithms (SHA-3, RIPEMD-160, Ed25519, P-521, brainpool, PSS, rsa_sha1) (#386)
* M9: more signature validation algorithms

Validation now reads what real signers write, and says when it is weak:

- Digests SHA-224, SHA-512/224, SHA-512/256, SHA3-224/256/384/512 and
  RIPEMD-160, beside SHA-1 and SHA-2.
- RSA PKCS#1 v1.5 for every digest, in `rsa_pad`: the one expected encoding
  is built and compared byte for byte, with or without the DigestInfo's NULL
  (RFC 8017 App. B.1). A signature over the bare digest, which doesn't say
  which hash it uses, is refused. The signature value must be below the
  modulus (RFC 8017 §5.2.2); s and s + n both verified before.
- RSA-PSS with the hash, MGF1 hash and salt length the signature declares.
- ECDSA as DER, non-minimal DER or raw r||s on P-256, P-384, P-521 and
  brainpoolP256r1/P384r1/P512r1 (BSI "plain" ECDSA OIDs too); brainpoolP512r1
  is hand-written on crypto-bigint because no RustCrypto crate has it.
- Ed25519 (RFC 8419), and the legacy adbe.x509.rsa_sha1 format.
- An algorithm PdfCraft can't check is Unknown, never Invalid.
- SHA-1 and RIPEMD-160 signatures validate, but the signature's details say
  the algorithm is weak (wording pinned by tests).
- Encoding irregularities that were tolerated are listed in the details
  (`verify_noting`; `verify` keeps its signature).

Found while testing, each with a regression test that failed before the fix:
a brainpoolP512r1 public key with a coordinate >= p panicked inside
crypto-bigint's `sub_mod` (the certificate comes from the PDF); it is refused
now, and the point at infinity is an invalid signature, not an error.

Vectors were made with OpenSSL (tests/data/README.md has the commands).

Co-Authored-By: Claude Sonnet 5.5 <noreply@anthropic.com>

* Update comment to clarify MAC digest restrictions

Co-authored-by: Copilot Autofix powered by AI <175728472+Copilot@users.noreply.github.com>

* M9: a legacy x509.rsa_sha1 signature whose key the verifier rejects is Invalid; only unsupported keys are "can't check yet"

Co-Authored-By: Claude Opus 5.5 <noreply@anthropic.com>

---------

Co-authored-by: Claude Sonnet 5.5 <noreply@anthropic.com>
Co-authored-by: Copilot Autofix powered by AI <175728472+Copilot@users.noreply.github.com>
Co-authored-by: Brandon Thomas <echelon@gmail.com>
2026-10-09 18:44:38 -04:00

7.7 KiB

pdfcraft-sign

Layer L4: digital signatures (execution plan M9; ISO 32000-2 §12.8; PAdES, ETSI EN 319 142).

let id = pkcs12::open(&std::fs::read("me.p12")?, "password")?;          // a digital ID
let signed = sign(&doc, &id, &SignOptions { page: 0, rect: Some(r), date, ..Default::default() })?;
for s in signatures(&doc, &bytes, &trust) {                                // list + validate
    println!("{}: {} — {:?}", s.field, s.summary(), s.details);
}
  • Formats, on RustCrypto primitives: a small DER reader and writer (der), X.509 certificates (x509), CMS SignedData (cms), and PKCS #12 digital ID files (pkcs12): PBES2 (PBKDF2 + AES/3DES), the legacy SHA-1 3DES/RC2 schemes, and MAC checks. Writing uses OpenSSL 3's defaults (AES-256-CBC, HMAC-SHA-256).
  • Keys: RSA, ECDSA P-256 and P-384. Verification uses RustCrypto everywhere. RSA private-key operations (signing, key generation) use aws-lc-rs on native targets and are refused in the browser (ADR-0009: the rsa crate's Marvin advisory, RUSTSEC-2023-0071, has no fix, so rsa is only used to verify). ECDSA signs with deterministic nonces (RFC 6979).
  • Signing: PAdES B-B (ETSI.CAdES.detached, signing-certificate-v2, SHA-256/384, no SHA-1). An existing unsigned field or a new one (visible with Acrobat's name-and-details appearance, or invisible); certification with DocMDP P=1/2/3. The document is written incrementally with a zero-filled /Contents and fixed-width /ByteRange, which are then patched in place. Encrypted documents are refused for now.
  • Timestamps (PAdES B-T): the timestamp module builds and parses RFC 3161 requests, responses and TSTInfo tokens (size-capped, imprint- and signature-checked). sign_with_timestamp attaches the TSA's token as an unsigned attribute over the signature value; the transport is the caller's (TimestampAuthority — this crate never opens a socket). Validation verifies embedded tokens; when the TSA chains to the trust store it reports the trusted time in SignatureInfo::timestamp_time, which then anchors certificate-validity and revocation checks. An untrusted TSA's time is reported as an unverified timestamp and never used as the validation time (the signer's claimed time is). timestamp::respond is the TSA-side signer behind the deterministic test authority.
  • Document timestamps and LTV: timestamp_document appends a standalone RFC 3161 document timestamp (/ETSI.RFC3161) covering the whole file; validation discovers and verifies these dictionaries (imprint over the signed bytes, token signature, TSA cert validity). dss::embed merges revocation evidence into the catalog's /DSS with /VRI entries keyed per signature (uppercase-hex SHA-1 of /Contents), deduplicating byte-identical blobs — sign → DSS → timestamp makes a B-LTA file, and the change classifier treats the store as a permitted change: only objects reached through /Certs, /CRLs, /OCSPs and /VRI with the shape of their role, and new or only grown since the signature, count (a /DSS entry naming a page's contents, or a /Type /DSS label, does not). revocation parses and verifies RFC 5280 CRLs and RFC 6960 OCSP responses (responder identity, OCSP-signing EKU for delegated responders, CertID hash matching, validity windows); validation checks embedded evidence against the signer's chain and a verified revocation invalidates the signature.

Not yet: revocation fetching (AIA/CRLDP extraction and a fetcher), timestamp-server configuration, FieldMDP locks, certificate security, smart cards and PKCS #11 tokens. macOS Keychain and Windows Current User Personal (My) store identities sign through ExternalKey without exporting private keys. Windows CNG supports RSA PKCS #1 v1.5 and ECDSA P-256/P-384; the store integration is tested with software-backed keys.

  • Validation: /ByteRange and the CMS are read from the file's own bytes; the digest, the signature value and the signer's chain (against a TrustStore) are checked. Later revisions are diffed against the signed one, and the changes are classified (signing, form fill, comments, metadata, page content, document structure) under the DocMDP permissions. The verdict follows Acrobat: valid, unknown (intact but the identity isn't trusted) or invalid.
  • Chains are checked, not just linked. x509::build_chain only takes an issuer whose key verifies the certificate below it and that may issue: basicConstraints CA:TRUE (an old v1 self-signed root without constraints counts), keyCertSign when it has a key usage, a pathLenConstraint that allows the CAs below it, and, given the signing time, validity then. Certificates embedded in a document are in the pool too, so an ordinary subscriber certificate can never vouch for another one; when an issuer is refused, the signature's details say why.
  • BER as well as DER. The CMS is read with der::Tlv::parse_ber, as Windows CryptoAPI, Adobe PPKMS, DocuSign, Documenso and openssl cms -stream write it: indefinite lengths and an OCTET STRING split into segments. Only the structure is read that way; certificates and signed attributes are still verified over their own exact bytes (signed attributes written with an indefinite length are re-encoded as DER first, as RFC 5652 §5.4 has them signed). Nesting is bounded, and the details say that the signature was BER. High tag numbers are not read.
  • Later changes are classified narrowly. Only the catalog's own /Metadata stream is the document's XMP, and only objects reached through the /DSS keys above are the security store. A /Type /Metadata or /Type /DSS label on any other dictionary or stream (a page's Form XObject, say) makes nothing permitted, at every DocMDP level.
  • Strict in what it checks, tolerant where signers differ. RSA PKCS #1 signatures are checked against the one encoding the digest should have, built here and compared byte for byte; the DigestInfo may omit its NULL parameter, as older signers write it (RFC 8017 App. B.1), but a signature over the bare digest, which doesn't say which hash it uses, is refused. A signature value must be below the modulus (RFC 8017 §5.2.2). RSA-PSS uses the salt length it declares. ECDSA is read as DER, non-minimal DER or raw r ‖ s. adbe.x509.rsa_sha1 is validated. What the check tolerated is listed in the signature's details: a DigestInfo without its NULL, an RSA value that isn't modulus-length, ECDSA that isn't canonical DER, a SignerInfo whose digest algorithm differs from the one the signature algorithm names. What PdfCraft can't check (an unknown algorithm or curve) is unknown, never invalid.
  • Weak algorithms still validate, and say so. SHA-1 and RIPEMD-160 signatures are common in documents signed years ago, so they validate (new signatures never use SHA-1), but the signature's details say that the algorithm is weak and shouldn't be relied on.
  • Validation algorithms: digests SHA-1, SHA-224/256/384/512, SHA-512/224, SHA-512/256, SHA3-224/256/384/512 and RIPEMD-160. RSA PKCS #1 v1.5 and RSASSA-PSS (the hash, MGF1 hash and salt length the signature declares), ECDSA on P-256, P-384, P-521, brainpoolP256r1, P384r1 and P512r1 (also BSI "plain" ECDSA), and Ed25519 (RFC 8419, over the signed attributes). Signing: RSA, P-256, P-384 with SHA-256/384/512. The RSA padding checks and brainpoolP512r1 are written here (rsa_pad, ec512) on crypto-bigint, because the typed APIs of the rsa crate and RustCrypto don't cover them.

Oracles: poppler's pdfsig reports our signatures valid; OpenSSL reads our .p12 files and verifies our CMS; tests/data/openssl-signed.pdf is a signature OpenSSL made, which we validate.