This firm produced perfins from 1917 to 1933.
Here a few CTC covers produced in that time:
PPC used 2 November 1923 to Cambridge, Maryland, USA
CTC perfin on 1¢ José Martí definitive (1917) - Scott 264, Edifil 205
Used 1 April 1924 to Hanover, Pennsylvania, USA
CTC perfin on 1¢ José Martí definitive (1917) - Scott 264, Edifil 205
A web search shows that Edward H. Wallace was 16 years old when he received this radio broadcast message.
PPC used 29 December 1924 to Detroit, Michigan, USA
CTC perfin on 1¢ José Martí definitive (1917) - Scott 264, Edifil 205
Used 26 January 1926 to Des Moines, IA, USA
CTC perfin on 1¢ José Martí definitive (1925) - Scott 274, Edifil 215
Used 17 June 1924 to New York City, USA
CTC perfin on two 1¢ José Martí definitive (1917) - Scott 264, Edifil 205
Used 11 January 1928 to Whitier, California, USA
CTC perfin on 2¢ 6th Pan-American Congress (1928) - Scott 285, Edifil 224
Used 3 January 1929 to Mt. Carmel, Connecticut, USA
CTC perfin on 1¢ José Martí definitive (1925) - Scott 274, Edifil 214
Used 2 October 1930 to Atlanta, Georgia, USA
CTC perfin on 2¢ Máximo Gómez definitive (1925) - Scott 275, Edifil 215
Used 27 July 1934 to Washington, D.C., USA
CTC perfin on 2¢ Revolutionary Government of 1933 Overprint (1934) - Scott 310, Edifil 273A
Here is a CTC perfin stamp on an unusual, probably unauthorized use. It had a pretty, hand painted, calling card inside (shown). The "27-28" handwritten on the card is probably a New Year's greeting (1927-1928):
Used 1927 within Havana
CTC perfin on 1¢ José Martí definitive (1925) - Scott 274, Edifil 214
And here are some of the stamps which have CTC perfins. It will be noted that many, if not most, CTC perfins show undrilled holes indicating broken pins: