At least from one perspective, what you're looking at is something called functional calculus, which is the business of defining and computing with functions of operators on vector spaces, typically (infinite-dimensional) Hilbert spaces. However, if you're specifically interested in functions of operators constructed from (partial) differentiation, then there is a specialised theory called the theory of pseudo-differential operators, which, very roughly speaking, uses the Fourier transform to "diagonalise" (partial) differentiation as an operator on a suitable function space.
So, let $\hat{f}$ denote the Fourier transform of a (sufficiently well-behaved) function $f$ and let $\check{g}$ denote the inverse Fourier transform of a (sufficiently well-behaved) function $g$, so that
$$
\hat{f}(k) = \int_{-\infty}^\infty f(x)e^{-2\pi i kx}\,dx, \quad \check{g}(x) = \int_{-\infty}^\infty g(k) e^{2\pi i kx}\,dk.
$$
If $f$ is a rapidly-decreasing smooth function on the real line, then, it's a basic property of the Fourier transform that
$$
\widehat{Df}(k) = 2\pi i k \hat{f}(k),
$$
or equivalently, that
$$
Df(x) = \int_{-\infty}^\infty 2\pi i k \hat{f}(k) e^{2\pi i kx}\,dk.
$$
As a result, if $p(t) = \sum_{j=1}^m a_j t^j$ is a polynomial, so that
$$
p(D)f(x) := \sum_{j=1}^m a_j D^jf(x) = \sum_{j=1}^m a_j f^{(j)}(x),
$$
then one can check that
$$
\widehat{p(D)f}(x) = p(2\pi i k)\hat{f}(k),
$$
or equivalently,
$$
p(D)f(x) = \int_{-\infty}^\infty p(2\pi i k)\hat{f}(k)e^{2\pi i kx}\,dx.
$$
On the other hand, it is also a basic property of the Fourier transform that
$$
\widehat{S_af}(k) = e^{2\pi i ak}\hat{f}(k) = e^{a(2\pi i k)} \hat{f}(k),
$$
or equivalently, that
$$
S_af(x) = \int_{-\infty}^\infty e^{a(2\pi i k)}\hat{f}(k)e^{2\pi i kx}\,dk,
$$
which suggests, independently of Taylor series, that $S_a = e^{aD}$ in some suitable sense. Hence, if $p$ is any reasonable function defined on (some part of) the imaginary axis of the complex plane, then one can try to define $p(D)$ by
$$
p(D)f(x) = \int_{-\infty}^\infty p(2\pi i k)\hat{f}(k)e^{2\pi i k}\,dk
$$
for $f$ in some suitable domain---such operators are what one calls pseudo-differential operators.
So, let's apply this machinery to defining the logarithm of $D$. Let $\operatorname{Log}$ denote the principal branch of the logarithm, so that, in particular,
$$
\forall k \in \mathbb{R} \setminus \{0\}, \quad \operatorname{Log}(2\pi i k) = \log(2\pi \lvert k \rvert) +i \operatorname{sgn}(k)\frac{\pi}{2}.
$$
Then, for any rapidly-decreasing smooth function $f$ such that
$$
\lim_{k \to 0} \log(\lvert k \rvert) \hat{f}(k)
$$
exists, one should be able to define
$$
\operatorname{Log}(D)f(x) = \int_{-\infty}^\infty \operatorname{Log}(2\pi i k)\hat{f}(k)e^{2\pi i kx}\,dk.
$$