The last counterexample posted here led me to think a bit on the theme "What can be done then?". I came out with the following simple crank machine, that crumbles a positive $C^1_c$ function $f$ into a $C^1$ convergent series of squares, and that could also work in other ordered algebras (in fact I suspect it may be a known procedure). We may assume with no loss of generality $0\le f\le1/2$.
Consider the sequence of functions: $$\begin{cases} g_1=f\\ g_{n+1}=g_n-g_n^2 \end{cases}$$
It is immediate by the definition that $f=\sum_{k=1}^n g_k^2 +g_{n+1}$, so that we have $f=\sum_{k=1}^\infty g_k^2$ in various senses, provided that the remainder $g_{n}$ converges to zero in the same sense.
Uniform convergence of $g_n$: We have $0\le g_n\le1$ and ${1\over g_{n+1}}={1\over g_{n}}+{1\over 1-g_{n}}\ge {1\over g_{n}}+1,$ hence ${1\over g_{n}}\ge n$ and $g_n\le {1\over {n}}$.
Uniform convergence of $\partial_i g_n$: We have $\partial_i g_{n+1}=(1-2g_n)\partial_ig_n$. Since $0\le 1-2g_n\le1-g_n={g_{n+1}\over g_n}\le 1$ we also have $|\partial_i g_{n+1}|\le {g_{n+1}\over g_n}|\partial_ig_n|\le |\partial_ig_n|$. Iterating the latter inequalities we get
$$|\partial_i g_{n}|\le {g_{n}\over f}|\partial_if|\le|\partial_i f|$$ which immediately implies the uniform convergence of $\partial_i g_{n}$ to $0$ (indeed $\partial_i g_{n}$ converges uniformly to zero on any set $\{f\ge\epsilon\}$ and it is dominated by $|\partial_i f|$).
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Rmk if for instance $f(x)=x^2+o(x^2)$ for $x\to0$ then also $g_n(x)=x^2+o(x^2)$ so that $g_n''(0)$ can't converge to zero, as illustrated in the last post.
On the other hand, by David Speyer's example, we know that, in general, from third order on derivativesfor a smooth $f$, no series can't converge uniformly to zerobe convergent in $C^3$.