Solution:

Define a triplet as three points on Γ2 that form the vertices of an equilateral triangle. Note that due to the radii being 1 and 2, the sides of a triplet are all tangent to Γ1. Rather than choosing four points on Γ2 uniformly at random, we will choose four triplets of Γ2 uniformly at random and then choose a random point from each triplet. (This results in the same distribution.) Assume without loss of generality that the first step creates 12 distinct points, as this occurs with probability 1.
In the set of twelve points, a segment between two of those points does not intersect Γ1 if and only if they are at most three vertices apart. (In the diagram shown above, the segments connecting R1 to the other red vertices are tangent to Γ1, so the segments connecting R1 to the six closer vertices do not intersect Γ1.) There are two possibilities for the perimeter of the convex quadrilateral to not intersect Γ1: either the convex quadrilateral contains Γ1 or is disjoint from it.
Case 1: The quadrilateral contains Γ1.
Each of the four segments of the quadrilateral passes at most three vertices, so the only possibility is that every third vertex is chosen. This is shown by the dashed quadrilateral in the diagram, and there are 3 such quadrilaterals.
Case 2: The quadrilateral does not contain Γ1.
In this case, all of the chosen vertices are at most three apart. This is only possible if we choose four consecutive vertices, which is shown by the dotted quadrilateral in the diagram. There are 12 such quadrilaterals.
Regardless of how the triplets are chosen, there are 81 ways to pick four points and 12+3=15 of these choices result in a quadrilateral whose perimeter does not intersect Γ1. The desired probability is 1−275=2722.